Heterocyclic Building Blocks-Tetrahydrofuran

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 23 (0334) 5-Phenyloxymethylisoxazole-3-carboxylic acid (0.31 g, 1.4 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.24 g, 1.7 mmol), triethylamine (0.17 g, 1.7 mmol) and 1-hydroxybenzotriazole (0.02 g, 0.17 mmol) were added to chloroform (amylene addition product) (3 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.33 g, 1.7 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 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 0.15 g of N-(tetrahydrofuran-3-ylmethyl)-5-phenyloxymethylisoxazole-3 -carboxamide (hereinafter, referred to as Compound of Present Invention (23)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta(ppm)): 1.66-1.69 (1H, m), 2.06-2.14 (1H, m), 2.56-2.60(1H, m), 3.46(2H, t), 3.60(1H, dd), 3.76-3.78(1H, m), 3.85-3.87(1H, m), 3.91-3.93(1H, m), 5.20(2H, s), 6.80(1H, s), 6.94-6.97(3H, m), 7.00-7.05(1H, m), 7.29-7.34(2H, m), 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.42417-39-0,3-Aminodihydrofuran-2(3H)-one hydrochloride,as a common compound, the synthetic route is as follows.

(1) Under ice water bath conditions, 169 mg (0.93 mM) of (R)-(+)-alpha-amino-gamma-butyrolactone hydrochloride and 0.93 mM of p-bromobenzylsulfonyl chloride were placed in 10 mL of dry CH2Cl2 solution and mixed evenly. Afterwards, add 267 mg (1.5 mM) 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC) and 68 mg (0.6 mM) of 4-dimethylaminopyridine (DMAP). After stirring for 30 min, the ice bath was removed and the reaction was continued for 20 h at room temperature.(2) The solution after the reaction was diluted to CH2Cl2 to a final volume of 100 mL, and the solution was washed three times with an equal volume of 10% (v / v) HCl solution and saturated NaCl solution in a separatory funnel. After the organic phase solution was collected, the residual water in the organic phase was removed by addition of anhydrous MgSO4 and dried at 50 C by rotary evaporator to give the crude product. The crude product was purified by SiO2 column chromatography, TLC, ethyl acetate: petroleum ether = 1.5: 1. The eluate was rotated by rotary evaporator at 50 C and the oil pump was decompressed under reduced pressure to obtain the desired product.

42417-39-0, As the paragraph descriping shows that 42417-39-0 is playing an increasingly important role.

Reference£º
Patent; Lanzhou University; Li, Hongyu; Zhao, Yang; Liu, Yingqian; (9 pag.)CN106146432; (2016); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

165253-31-6, (Tetrahydrofuran-3-yl)methanamine is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 90 6-methyl-N-(tetrahydro-3-furanylmethyl)nicotinamide A suspension of 6-methylnicotinic acid (6 mmol) in dry dichloromethane (9 mL) was treated with thionyl chloride (12.4 mmol) at 0 C., stirred for one hour, and concentrated in vacuo. The concentrate was added dropwise to a cold solution of (2RS)-tetrahydro-2-furanylmethylamine (6 mmol) and triethylamine (4.5 mL) in dichloromethane (20 mL). The mixture was stirred for 4 hours and then concentrated in vacuo. The residue was dissolved in dichloromethane, washed sequentially with saturated sodium bicarbonate, water, and brine, dried (MgSO4), filtered, and concentrated in vacuo. The crude product was purified by HPLC on a C-18 column using a solvent system increasing in gradient from 5% to 100% acetonitrile/water containing 0.01% TFA over 50 minutes to provide the desired product as the trifluoroacetate salt. MS m/e 221.1 (M+H)+; 1H NMR (DMSO-d6) delta 1.56-1.65 (m, 1H), 1.91-2.00 (m, 1H), 2.44-2.53 (m, 1H), 2.60 (s, 3H), 3.21-3.33 (m, 2H), 3.48 (q, 1H), 3.59-3.65 (m, 1H), 3.69 (q, 1H), 3.72-3.78 (m, 1H), 7.57 (d, 1H), 8.31 (dd, 1H), 8.79 (t, 1H), 8.96 (d, 11H).

165253-31-6, As the paragraph descriping shows that 165253-31-6 is playing an increasingly important role.

Reference£º
Patent; Haviv, Fortuna; Bradley, Michael F.; Dinges, Jurgen; Sauer, Daryl R.; Henkin, Jack; US2004/67985; (2004); A1;,
Tetrahydrofuran – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10374-51-3,5-(Hydroxymethyl)dihydrofuran-2(3H)-one,as a common compound, the synthetic route is as follows.,10374-51-3

A solution of 10 (4.22 g, 36.35 mmol) in DMF (45 mL) was cooled to 0 C (ice bath). Imidazole (3.70 g, 54.35 mmol) was added, followed by TBDPSCl (11.3 mL, 43.46 mmol). After stirring at 0 C for 15 min the ice bath was removed and the mixture was stirred at room temperature for 16 h. After this time, the reaction mixture was partially concentrated at reduced pressure and the resulting residue was partitioned between EtOAc and water. The organic extract was washed with saturated NH4Cl, 5% LiCl, and brine, dried over Na2SO4, filtered and concentrated.The residue was purified by column chromatography (silica, gradient 0-40% EtOAc, hexanes) to provide 11 (10.51 g, 82%): 1H-NMR (500 MHz, CDCl3) delta 7.67-7.64 (m 4H), 7.46-7.38 (m, 6H), 4.60 (ddt, J = 8.1, 5.1, 3.2 Hz, 1H), 3.88 (dd,J = 11.4, 3.4 Hz, 1H), 3.69 (dd, J = 11.4, 3.4 Hz, 1H), 2.67 (ddd, J = 17.6, 10.3, 7.2 Hz, 1H), 2.51 (ddd, J = 17.8, 10.1,6.5 Hz, 1H), 2.33-2.18 (m, 2H), 1.06 (s, 9H). 13C-NMR (125 MHz, CDCl3) delta 177.4, 135.7, 135.5, 133.0, 132.6, 129.9,127.9, 80.0, 65.5, 28.6, 26.8, 23.7, 19.2. Mass spectral data could not be obtained.

As the paragraph descriping shows that 10374-51-3 is playing an increasingly important role.

Reference£º
Article; Pasetto, Paolo; Naginskaya, Jennifer; Tetrahedron Letters; vol. 59; 29; (2018); p. 2797 – 2799;,
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

5- (2-fluorobenzyloxymethyl) isoxazole-3-carboxylic acid (0.7 5 g, 3.0 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.62 g, 4.5 mmol), Triethylamine (0.46 g, 4.5 mmol) And 1-hydroxybenzotriazole (0.04 g, 0.3 mmol) Was added to chloroform (amylene addition product) (7.5 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.69 g, 3.6 mmol) was added at room temperature, After stirring overnight, And concentrated under reduced pressure. Dilute hydrochloric acid was added to the residue, And extracted three times with ethyl acetate. The organic layer was washed with a saturated aqueous sodium hydrogen carbonate solution, Washed with saturated brine, After drying with anhydrous sodium sulfate, And concentrated under reduced pressure. The residue was subjected to silica gel column chromatography , The following formula Indicated by N- (tetrahydrofuran-3-ylmethyl) -5- (2-fluorobenzyloxymethyl) isoxazole-3-carboxamide (Hereinafter referred to as present amide compound (264)) 0.44 g was obtained., 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; SUMITA, YUSUKE; (264 pag.)JP2015/51963; (2015); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

453-20-3, 3-Hydroxytetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,453-20-3

Description 20 : Dihydro-3(2H)-furanone; A mixture of 3-hydroxytetrahydrofuran (3.0 g, 0.034 mol) and pyridinium chlorochromate (14.7 g, 0.068 mol) in DCM (100 ml) was stirred at room temperature overnight. The title product was obtained by pouring the crude product through a silica pad using ethyl acetate as the eluent. The title product was obtained from 2 elutions (2.29 g; 79%). 1H NMR (CDCI3) delta: 2.50 (2H, t), 3.87 (2H, s), 4.26 (2H, t).

453-20-3 3-Hydroxytetrahydrofuran 9960, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2006/67430; (2006); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

88675-24-5, Tetrahydrofuran-3-amine is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

88675-24-5, General procedure: A mixture of corresponding 21 (0.48 mmol) and corresponding amine (0.73 mmol) in 2-butyl alcohol (3 mL) was stirred at 125 oC for 12 h. After cooling to room temperature and the solvent was evaporated under reduced pressure. The residue was purification by column chromatography on silica gel to give the derivatives.

The synthetic route of 88675-24-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ji, Dezhong; Zhang, Lingzhi; Zhu, Qihua; Bai, Ying; Wu, Yaoyao; Xu, Yungen; European Journal of Medicinal Chemistry; vol. 164; (2019); p. 334 – 341;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

88675-24-5, Tetrahydrofuran-3-amine is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

88675-24-5, Compound 2 (40 mg, 0.094 mmol, 1.0 eq), 3-aminotetrahydrofuran (16 mg, 0.19 mmol, 2.0 eq), (1[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate) (43 mg, 0.11 mmol, 1.2 eq) and N,N-diisopropylethylamine (0.033 mL, 0.19 mmol, 2.00 eq) were dissolved in DMF (1 mL) and stirred overnight. The reaction was diluted with ethyl acetate and washed with water (2*). The aqueous layer was back extracted with ethyl acetate and the combined organics were dried (MgSO4), filtered and concentrated in vacuo. Purification by reverse-phase chromatography afforded 24 mg (52percent) of the title compound as a yellow solid. 1H NMR (400 MHz, DMSO-d6) delta 9.94 (s, 1H), 8.86 (d, J=6.9 Hz, 1H), 8.72 (d, J=9.4 Hz, 1H), 8.47 (d, J=3.7 Hz, 1H), 8.43 (s, 1H), 8.35 (d, J=5.5 Hz, 1H), 8.17 (d, J=8.5 Hz, 1H), 7.90 (d, J=9.3 Hz, 1H), 7.73 (d, J=5.4 Hz, 1H), 7.45 (dd, J=4.1, 8.2 Hz, 1H), 7.34 (d, J=8.1 Hz, 2H), 6.89 (d, J=8.1 Hz, 2H), 5.54 (s, 2H), 4.57-4.49 (m, 1H), 3.93-3.82 (m, 2H), 3.77-3.62 (m, 5H), 2.24-2.14 (m, 1H), 2.02-1.93 (m, 1H); ES-MS [M+1]+: 495.3.

As the paragraph descriping shows that 88675-24-5 is playing an increasingly important role.

Reference£º
Patent; Vanderbilt University; Conn, P. Jeffrey; Lindsley, Craig W.; Hopkins, Corey R.; Felts, Andrew; Bender, Aaron M.; (43 pag.)US2018/57491; (2018); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

204512-95-8, (S)-Tetrahydrofuran-3-amine hydrochloride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,204512-95-8

2,6-Difluoro-4-(3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-indazol-1-yl)-benzonitrile (3 g, 9.51 mmol), (S)-tetrahydrofuran-3-amine hydrochloride (1.76 g, 14.3 mmol) and diisopropylethylamine (2.46 g, 19 mmol) are combined in DMSO (12 mL) and stirred at 60 C. for 4 h. While still at 60 C., the mixture is treated with 25% NaOH (1.14 g, 28.5 mmol, 4.6 mL) and isopropanol (10 mL) followed by dropwise addition of 30% hydrogen peroxide (0.97 g, 28.5 mmol, 3.2 mL) solution. The reaction mixture is poured into water (100 mL) and extracted with EtOAc (2¡Á100 mL). The combined organic layers are washed with brine (50 mL), dried over MgSO4, and concentrate to a off-white crystalline solid. The solid is purified via chromatography (silica, 50 to 100% EtOAc in hexanes) to give a white crystalline solid. The solid is almost dissolved in EtOAc, diluted with hexanes and stirred overnight. The crystals are collected to give (S)-2-fluoro-6-(tetrahydrofuran-3-ylamino)-4-(3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indazol-1-yl)benzamide (2.75 g, 72%) as a white crystalline solid. LC/MS: m/z=401 [M+H]-. 1H NMR (400 MHz, d6 DMSO): delta 7.75 (d, 2H), 7.45 (d, 1H), 6.65 (d, 1H), 6.60 (s, 1H), 4.13-3.54 (m, 4H), 2.94 (s, 2H), 2.48 (s, 2H), 2.37 (s, 3H), 2.31 (s, 2H), 2.26-2.21 (m, 1H), 1.00 (s, 6H).

204512-95-8 (S)-Tetrahydrofuran-3-amine hydrochloride 18664284, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; Huang, Kenneth He; Ommen, Andy J.; Barta, Thomas E.; Hughes, Philip F.; Veal, James; Ma, Wei; Smith, Emilie D.; Woodward, Angela R.; McCall, W. Stephen; US2008/269193; (2008); 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.

Ethyl 3-butyl-1,2,4-oxadiazole-5-carboxylate (0.40 g, 2 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (2.75 g, 20 mmol) And diisopropylethylamine (2.58 g, 20 mmol) Was added to ethanol (40 mL) And the mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure, Water was added to the residue, And extracted three times with ethyl acetate. The organic layer was washed with saturated brine, After drying with anhydrous sodium sulfate, And concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, Represented by the following equation N- (tetrahydrofuran-3-ylmethyl) -3-butyl-1,2,4-oxadiazole-5-carboxamide (Hereinafter referred to as amide compound (58)) 0.43 g.

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; SUMITA, YUSUKE; (264 pag.)JP2015/51963; (2015); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem