Tag: M.W:100-200

184950-35-4, (Tetrahydrofuran-3-yl)methanamine hydrochloride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Production Example 138 (0458) 5-(3-Phenoxypropyl)isoxazole-3-carboxylic acid (0.50 g, 2.0 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.33 g, 2.4 mmol), triethylamine (0.25 g, 2.4 mmol) and 1-hydroxybenzotriazole (0.03 g, 0.24 mmol) were added to chloroform (amylene addition product) (5 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.46 g, 2.4 mmol) was added to the mixture at room temperature, and the mixture was stirred overnight and then concentrated under reduced pressure. Dilute hydrochloric acid was added to the concentrate, and the mixture was extracted twice with ethyl acetate. The organic layer was washed with saturated saline water, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 0.51 g of N-(tetrahydrofuran-3-ylmethyl)-5-(3-phenoxypropyl)isoxazole -3-carboxamide (hereinafter, referred to as Compound of Present Invention (145)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.64-1.70(1H, m), 2.04-2.12(1H, m), 2.18-2.22(2H, m), 2.52-2.62(1H, m), 3.03(2H, t), 3.43-3.47 (2H, m), 3.59(1H, dd), 3.76(1H, dd), 3.83-3.94(2H, m), 4.02(2H, t), 6.50(1H, s), 6.88-6.90(2H, m), 6.94-6.98(1H, m), 7.00(1H, s), 7.28-7.30(2H, m), 184950-35-4

184950-35-4 (Tetrahydrofuran-3-yl)methanamine hydrochloride 17750392, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Sumitomo Chemical Company, Limited; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

17347-61-4, 2,2-Dimethylsuccinicanhydride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 6: Synthesis of 4-(lR,3aS,5aR,5bR,7aR,9S, l laR,l lbR,13aR,13bR)-3a-((R)-2-(5-(4- chloro phenyl)- 1 H-imidazo l-2-yl)pyrro lidine- 1 -carbonyl)-5 a,5b, 8 ,8,11 a-pentamethyl- 1 – (prop- 1 -en-2-yl) icosahydro- 1 H-cyclopenta[a]chrysen-9-yl)oxy)-2,2-dimethyl-4-oxobutanoic acid: [0225] To a stirred solution of (R)-2-(5-(4-chlorophenyl)-lH-imidazol-2- yl)pyrrolidin-l -yl)(( lR,3aS,5aR,5bR,7aR,9S, 11 aR, 1 IbR, 13aR, 13bR)-9-hydroxy- 5a,5b,8,8,l la-pentamethyl-l-(prop-l-en-2-yl)icosahydro-3aH-cyclopenta[a]chrysen-3a- yl)methanone (step 5, 0.300 g, 0.43 mmol, 1.0 eq) and 2,2-dimethyl succinicanhydride (0.22 g, 1.75 mmol, 4.0 eq) in toluene (7.5 mL) was added DMAP (0.10 g, 0.87 mmol, 2.0 eq). The reaction mixture was heated at 90¡ãC for overnight. TLC indicated starting material was consumed and the desired product was observed. The mixture was concentrated under reduced pressure, cooled to 0¡ãC, acidified to pH= 5 with IN HC1 and extracted with CH2CI2. The combined organic extracts were washed with water, dried over Na2S04, filtered and evaporated under reduced pressure. The crude residue was purified by column chromatography by using 2percent methanol: dichloromethane as an eluent to gave the desired product (0.150 g, 43.0percent) as a white solid. H1 NMR (DMSO-d6, 300 MHz): delta 12.16 (s, 1H), 11.67 (s, 1H), 7.74 (d, 2H), 7.48 (s. 1H), 7.36 (d, 2H), 5.04 (s, 1H), 4.54 (d, 2H), 4.36 (t, 1H), 3.78 (s, 1H), 3.56 (bs, 2H), 2.08 (m 1H), 2.38-1.85 (m, 9H), 1.58-1.32 (m, 15H), 1.16 (m, 7H), 0.93-0.87 (m, 10H) and 0.83-0.78 (m, 12H); Mass: [M]+ 814.53 (100percent); HPLC: 89.00percent., 17347-61-4

The synthetic route of 17347-61-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; HETERO RESEARCH FOUNDATION; PANDURANGA REDDY, Adulla; PARTHASARADHI REDDY, Bandi; RATHNAKAR REDDY, Kura; VL SUBRAHMANYAM, Lanka; DAVID KRUPADANAM, Gazula, Levi; VENKATI, Mukkera; SUDHAKAR, Neela; SRINIVAS REDDY, Kallem; WO2014/105926; (2014); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16874-33-2,Tetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: To a mixture of 26b (100 mg, 0.28 mmol), 3-methoxypropionic acid (31.4 muL, 0.33 mmol), HOBt¡¤H2O (45.2 mg, 0.33 mmol) and Et3N (97 muL, 0.70 mmol) in THF (1.4 mL) was added WSC¡¤HCl (64.1 mg, 0.33 mmol). The mixture was stirred at room temperature for 3 h, and then poured into water and extracted with EtOAc. The organic layer was separated, washed with water and brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography (silica gel, Hexane/EtOAc) to give (6R,7R)-tert-butyl 7-(4-chloro-3-fluorophenyl)-6-((3-methoxypropanamido)methyl)-1,4-oxazepane-4-carboxylate (81 mg, 65percent) as a colorless oil.

16874-33-2, The synthetic route of 16874-33-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Yukawa, Tomoya; Fujimori, Ikuo; Kamei, Taku; Nakada, Yoshihisa; Sakauchi, Nobuki; Yamada, Masami; Ohba, Yusuke; Ueno, Hiroyuki; Takiguchi, Maiko; Kuno, Masako; Kamo, Izumi; Nakagawa, Hideyuki; Fujioka, Yasushi; Igari, Tomoko; Ishichi, Yuji; Tsukamoto, Tetsuya; Bioorganic and Medicinal Chemistry; vol. 24; 14; (2016); p. 3207 – 32174;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

184950-35-4, (Tetrahydrofuran-3-yl)methanamine hydrochloride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Production Example 52 (0367) 5-Butyl-1,2,4-oxadiazole-3-carboxylic acid (1.36 g, 8 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (1.65 g, 12 mmol), triethylamine (1.21 g, 12 mmol) and 1-hydroxybenzotriazole (0.11 g, 0.8 mmol) were added to chloroform (amylene addition product) (16 mL). 1-Ethyl-3-(3-dimetrylaminopropyl) carbodiimide hydrochloride (1.83 g, 12 mmol) was added to the mixture at room temperature, and the mixture was stirred overnight. Then, water was added thereto, and the mixture was extracted three times with chloroform. The organic layer was washed with saturated saline water, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 0.76 g of N-(tetrahydrofuran-3-ylmethyl)-5-butyl-1,2,4-oxadiazole-3-c arboxamide (hereinafter, referred to as Compound of Present Invention (57)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):0.96(3H, t), 1.38-1.49(2H, m), 1.62-1.73(1H, m), 1.80-1.87(2H, m), 2.05-2.15(1H, m), 2.55-2.67(1H, m), 2.95(2H, t), 3.45-3.55(2H, m), 3.61(1H, dd), 3.73-3.80(1H, m), 3.85(1H, dd), 3.92(1H, td), 7.10(1H, brs), 184950-35-4

The synthetic route of 184950-35-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sumitomo Chemical Company, Limited; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.97-99-4,(Tetrahydrofuran-2-yl)methanol,as a common compound, the synthetic route is as follows.

97-99-4, Example 45; N-{(3E)-5-tert-butyl-1-methyl-2-[(2R)-tetrahydrofuran-2-ylmethyl]-1,2-dihydro-3H-pyrazol-3-ylidene}-5-chloro-2-methoxybenzamide; Example 45A; (R)-((tetrahydrofuran-2-yl)methyl)hydrazine dihydrochloride; To (R)-(tetrahydrofuran-2-yl)methanol (4.0 g, 39.2 mmol), di-tert-butyl hydrazine-1,2-dicarboxylate (3.64 g, 15.67 mmol) and triphenylphosphine (15.41 g, 58.7 mmol) in THF (100 mL) was added (E)-di-tert-butyl diazene-1,2-dicarboxylate (13.5 g, 5.87 mmol). The mixture was stirred at ambient temperature for 3 h then diluted with water and extracted with EtOAc (100 mL¡Á2). The organic extract was washed with brine and concentrated. Purification by flash chromatography (silica gel, 5-30% EtOAc/hexane) afforded 10.2 g (82%) of (R)-di-tert-butyl 1-((tetrahydrofuran-2-yl)-methyl)-hydrazine-1,2-dicarboxylate, which was dissolved in a solution of 4M HCl in dioxane (40 mL) and stirred at ambient temperature overnight. The solvent was removed under reduced pressure and ethyl acetate (20 mL) was added with stirring. The solid precipitate was filtered, washed with ether (10 mL) and dried under vacuum to yield 7.8 g (97%) of the title compound as a white solid. 1H NMR (300 MHz, DMSO-d6) delta ppm 1.48-1.63 (m, 1H), 1.73-1.88 (m, 2H), 1.90-2.02 (m, 1H), 2.84-3.01 (m, 2H), 3.61-3.71 (m, 1H), 3.72-3.83 (m, 1H), 3.97-4.08 (m, 1H), 5.76 (br, 5H); MS (ESI) m/z 117 (M+H)+.

As the paragraph descriping shows that 97-99-4 is playing an increasingly important role.

Reference£º
Patent; ABBOTT LABORATORIES; US2010/249129; (2010); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

Production Example 252 (0573) 5-(3-Chloro-4-fluorobenzyloxymethyl)isoxazole-3-carbo xylic acid (2.55 g, 8.9 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (1.84 g, 13.4 mmol), triethylamine (1.87 mL, 13.4 mmol) and 1-hydroxybenzotriazole (0.12 g, 0.9 mmol) were added to chloroform (amylene addition product) (20 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (2. 05 g, 10.7 mmol) was added to the mixture at room temperature, and the mixture was stirred overnight and then concentrated under reduced pressure. Dilute hydrochloric acid was added to the residue, and the mixture was extracted three times with ethyl acetate. The organic layer was washed with a saturated aqueous sodium bicarbonate solution and saturated saline water and dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 0.29 g of N-(tetrahydrofuran-3-ylmethyl)-5-(3-chloro-4-fluorobenzylox ymethyl)isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (261)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 1.62-1.73 (1H, m), 2.04-2.15 (1H, m), 2.53-2.63 (1H, m), 3.47(2H, t), 3.59 (1H, dd), 3.73-3.80 (1H, m), 3.84-3.95(2H, m), 4.54(2H, s), 4.66(2H, s), 6.73(1H, s), 6.93(1H, br s), 7.13(1H, t), 7.18-7.24(1H, m), 7.40(1H, dd), 184950-35-4

As the paragraph descriping shows that 184950-35-4 is playing an increasingly important role.

Reference£º
Patent; Sumitomo Chemical Company, Limited; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.97-99-4,(Tetrahydrofuran-2-yl)methanol,as a common compound, the synthetic route is as follows.

97-99-4, To a mixture of (R)-(tetrahydrofuran-2-yl)methanol (Fluka, 4.0 g, 39.2 mmol) and di-tert-butyl hydrazine-1,2-dicarboxylate (9.1 g, 39.2 mmol) in THF (50 mL) was added triphenylphosphine (14.4 g, 54.8 mmol) followed by (E)-di-tert-butyl diazene-1,2-dicarboxylate (12.6 g, 54.8 mmol), portionwise. This mixture was stirred at ambient temperature for 16 h then was concentrated under reduced pressure and purified by column chromatography (SiO2, 99% hexane/EtOAc to 25% hexane/EtOAc) to give the title compound (11.8 g, 37.3 mmol, 95% yield). MS (DCI/NH3) m/z 317 (M+H)+

97-99-4 (Tetrahydrofuran-2-yl)methanol 7360, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; ABBOTT LABORATORIES; US2010/69348; (2010); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

124391-75-9, (S)-(Tetrahydrofuran-3-yl)methanol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(1) a chloroform solution (100 mL) of tetrahydrofuran-3-ylmethanol (5.1 g), at room temperature, triethylamine (13.8 mL), trimethylamine hydrochloride (1.43 g), p-toluenesulfonyl chloride (11.4 g ), and the mixture was stirred for 14 hours. The reaction mixture was washed with saturated brine, and the organic layer was dried over anhydrous magnesium sulfate.After filtration over anhydrous magnesium sulfate, and N, and N- dimethylformamide (100 mL) was added a solution under reduced pressure the solvent was distilled off the resulting residue was (14.2 g). Then potassium carbonate (13.8 g), and stirred for 2 hours 30 minutes at 65 C. was added 2-mercaptobenzothiazole and (10.0g).Distilled water was added to the reaction mixture and extracted with ethyl acetate.The organic layer was washed with saturated brine, and dried with anhydrous magnesium sulfate.After filtration over anhydrous magnesium sulfate, toluene under azeotropic vacuo, and evaporated to give a residue (10.4 g). It was dissolved adding chloroform (75mL), under ice-cooling, and the mixture was stirred for 18 hours added m- chloroperbenzoic acid (24.9g). After stirring added a saturated aqueous sodium thiosulfate solution and saturated aqueous sodium bicarbonate sulfate, and extracted with chloroform. The organic layer was concentrated under reduced pressure 2- (tetrahydrofuran-3-yl-methyl-sulfonyl) -1,3-benzothiazole (11.4 g) as a yellow oily substance.

124391-75-9, The synthetic route of 124391-75-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TAISHO PHARMACEUTICAL COMPANY LIMITED; NISSAN CHEMICAL INDUSTRIES LIMITED; KURODA, SHOICHI; USHIKI, YASUNOBU; KAWAGUCHI, TAKANORI; FUSEGI, KEIKO; BOHNO, MASAHIRO; IMAI, YUDAI; UNEUCHI, FUMITO; IWAKIRI, KANAKO; TANAKA, HIROAKI; BOHNO, AYAKO; CHONAN, TOMOMICHI; ITOH, SHIN; OTA, HIROFUMI; ISHIYAMA, SEISHI; OKADA, TAKUYA; SASAKO, SHIGETADA; MONMA, SOUICHI; NIWA, MARIE; OKADA, TAKUMI; (289 pag.)JP2015/231988; (2015); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

184950-35-4, (Tetrahydrofuran-3-yl)methanamine hydrochloride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Production Example 116 (0432) Tetrahydrofuran-3-ylmethylamine hydrochloride (0.19 g, 1.13 mmol) and triethylamine (0.14 g, 1.36 mmol) were added to chloroform (amylene addition product) (8 mL). 5-(3-Benzyloxymethylbenzyloxymethyl)isoxazole-3-carboxylic acid (0.40 g, 1.22 mmol), 1-hydroxybenzotriazole (0.02 g, 0.11 mmol) and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.26 g, 1.36 mmol) were added to the mixture at room temperature, and the mixture was stirred overnight. Then, dilute hydrochloric acid was added thereto, and the mixture was extracted twice with chloroform. The organic layer was washed with a saturated aqueous sodium bicarbonate solution, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 0.43 g of N-(tetrahydrofuran-3-ylmethyl)-5-(3-benzyloxymethylbenzylox ymethyl)isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (121)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)): 1.62-1.70(1H, m), 2.02-2.11(1H, m), 2.51-2.62(1H, m), 3.43-3.47(2H, m), 3.56-3.60(1H, m), 3.72-3.78(1H, m), 3.82-3.93(2H, m), 4.56(2H, s), 4.57(2H, s), 4.60(2H, s), 4.64(2H, s), 6.73(1H, s), 7.07(1H, br s), 7.26-7.37(9H, m), 184950-35-4

184950-35-4 (Tetrahydrofuran-3-yl)methanamine hydrochloride 17750392, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Sumitomo Chemical Company, Limited; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.204512-95-8,(S)-Tetrahydrofuran-3-amine hydrochloride,as a common compound, the synthetic route is as follows.

Compound 6: (5VN-(4-fluoro-3-methylphenyl)-l -methyl-4-(2-oxo-2-(tetrahydrofuran-3- ylamino)acetyl)-lH-pyrrole-2-carboxamide 2-(5-(4-Fluoro-3-methylphenylcarbamoyl)-l -methyl- lH-pyrrol-3-yl)-2-oxoacetic acid (300 mg, 0.95 mmol), (S)-tetrahydrofuran-3 -amine hydrochloride (128 mg, 1.04 mmol) and N,N-diisopropylethylamine (DIPEA, 611 mg, 4.73 mmol) were dissolved in 5 mL of DMF under N2. 2-(7-Aza-lH-benzotriazole-l-yl)-l,l,3,3-tetramethyluronium hexafluoro- phosphate (HATU, 396 mg, 1.04 mmol) was added and the mixture was stirred at room temperature for 3 hours. The reaction mixture was diluted with 100 mL EtOAc and washed with IN HCI, NaHC03 solution, and brine. The organic layer was evaporated under reduced pressure. The residue was crystallized from a mixture of 10 mL MeOH and 5 mL water. The crystals were filtered off and dried in vacuum to provide ?5)-N-(4-fluoro-3-methylphenyl)-l- methyl-4-(2-oxo-2-(tetrahydrofuran-3-ylamino)acetyl)-lH-pyrrole-2-carboxamide (Compound 6, 248 mg) as a white powder, mp =155.7C. LC method B; Rt: 0.90 min. m/z : 372.2 (Mu-Eta)” Exact mass: 373.1. 1H NMR (400 MHz, DMSO-d6) delta ppm 1.86 – 1.99 (m, 1 H), 2.07 – 2.18 (m, 1 H), 2.23 (d, J=1.8 Hz, 3 H), 3.57 (dd, J=8.9, 4.5 Hz, 1 H), 3.71 (td, J=8.1, 5.7 Hz, 1 H), 3.78 – 3.87 (m, 2 H), 3.95 (s, 3 H), 4.30 – 4.42 (m, 1 H), 7.09 (t, J=9.2 Hz, 1 H), 7.49 – 7.56 (m, 1 H), 7.62 (d, J=1.8 Hz, 1 H), 7.66 (dd, J=7.2, 2.3 Hz, 1 H), 8.11 (d, J=1.3 Hz, 1 H), 8.88 (d, J=6.8 Hz, 1 H), 10.05 (s, 1 H).

204512-95-8, As the paragraph descriping shows that 204512-95-8 is playing an increasingly important role.

Reference£º
Patent; JANSSEN R&D IRELAND; VANDYCK, Koen; KESTELEYN, Bart, Rudolf, Romanie; PIETERS, Serge, Maria, Aloysius; ROMBOUTS, Geert; VERSCHUEREN, Wim, Gaston; RABOISSON, Pierre, Jean-Marie, Bernard; WO2015/11281; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem