Tag: M.W:100-200

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.

To a 50 mL two-neck flask were added2-(7-fluoro-1-(2-fluorobenzyl)-1H-indazol-3-yl)pyrimidine-4,5,6-triamine (0.10 g, 0.27 mmol),tetrahydrofuran-2-carboxylic acid (0.035 g, 0.30 mmol) and N,N-dimethylformamide (10 mL).Then 0-(7 -azabenzotriazol-1-yl)-N,N,N’,N’-te-tramethyluronium hexafluorophosphate (0.12 g,0.32 mmol) and N,N-diisopropylethylamine (0.13 mL, 0.79 mmol) were added at 0 o C. Themixture was stirred for 6 hours under an ice-bath condition. The reaction mixture was pouredinto water (30 mL), and the resulting mixture was extracted with ethyl acetate (30 mL x 2). Thecombined organic layers were washed with water (50 mL) and saturated brine (50 mL), driedover anhydrous sodium sulfate and filtered. The filtrate was concentrated on a rotary evaporatorand the residue was purified by silica gel chromatograph (dichloromethane /methanol (v/v) =80/1, 0.5percent triethylamine) to give a white solid (0.081 g, 64.0percent). MS (ESI, pos. ion) m/z: 466.1 (M+1);1HNMR (400 MHz, DMSO-d6) 8 (ppm) 8.70 (s, 1H), 8.57 (d, J= 8.0 Hz, 1H), 7.35 (dd, J=14.0, 6.8 Hz, 1H), 7.29- 7.10 (m, 4H), 6.98 (t, J = 7.5 Hz, 1H), 6.00 (s, 4H), 5.84 (s, 2H), 4.46(dd, J = 7.9, 6.1 Hz, 1H), 3.99 (dd, J = 14.5, 7.0 Hz, 1H), 3.82 (dd, J = 13.7, 7.2 Hz, 1H), 2.22-2.03 (m, 2H), 1.98- 1.79 (m, 2H);19F NMR (376 MHz, DMSO-d6) 8 (ppm) -118.75 (d, J = 7.1 Hz), -134.30 (d, J = 7.2 Hz)., 16874-33-2

As the paragraph descriping shows that 16874-33-2 is playing an increasingly important role.

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZUO, Yinglin; WANG, Xiaojun; YANG, Chuanwen; WANG, Jiancheng; CAO, Shengtian; WU, Fangyuan; ZHANG, Yingjun; GOLDMANN, Siegfried; (193 pag.)WO2018/188590; (2018); 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 124 (0440) 5-[1-(Benzyloxy)ethyl]isoxazole-3-carboxylic acid (0.60 g, 2.0 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.33 g, 2.4 mmol), triethylamine (0.24 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 at room temperature 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 0.58 g of N-(tetrahydrofuran-3-ylmethyl)-5-[1-(benzyloxy)ethyl]isoxaz ole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (129)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.59(3H, d), 1.63-1.73(1H, m), 2.07-2.12(1H, m), 2.55-2.62(1H, m), 3.47(2H, t), 3.60(1H, dd), 3.76-3.78(1H, m), 3.86(1H, dd), 3.91-3.93(1H, m), 4.47(1H, d), 4.60(1H, d), 4.70-4.75(1H, m), 6.69(1H, d), 6.95(1H, s), 7.30-7.38(5H, 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.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

5- (1-Fluorobutyl) isoxazole-3-carboxylic acid (120 mg, 0.64 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (114 mg, 0.83 mmol), Triethylamine (0.23 mL, 1.65 mmol) And 1-hydroxybenzotriazole (9 mg, 0.06 mmol) Was added to chloroform (amylene addition product) (3 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (160 mg, 0.83 mmol) was added at room temperature, After stirring overnight, it was concentrated under reduced pressure, The residue was subjected to silica gel column chromatography, Represented by the following equation N- (tetrahydrofuran-3-ylmethyl) -5- (1-fluorobutyl) isoxazole-3-carboxamide (Hereinafter referred to as the present amide compound (151)) 1 66 mg.

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

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

17347-61-4, Example 23: Preparation of 4-(((lS,3aS,5aR,5bR,7aR,9S, l laR,l lbR,13aR,13bR)-3a-((S)-2- (5-(4-fluorophenyl)- lH-imidazol-2-yl)pyrrolidine-l -carbonyl)- 1 -isopropyl-5a,5b,8,8, 11 a- pentamethylicosahydro-lH-cyclopenta[a]chrysen-9-yl)oxy)-2,2-dimethyl-4-oxobutanoic acid: [0205] To a stirred solution of ((S)-2-(5-(4-fluorophenyl)-lH-imidazol-2- yl)pyrrolidin-l -yl)(( 1 S,3aS,5aR,5bR,7aR,9S, 11 aR, 1 IbR, 13aR, 13bR)-9-hydroxy- 1 -isopropyl- 5a,5b,8,8, 11 a-pentamethylicosahydro-3aH-cyclopenta[a]chrysen-3a-yl)methanone (Example 22-step 2, 0.15 g, 0.22 mmol) and 2,2-dimethyl succinicanhydride (0.12 g, 0.8 mmol) in toluene (8 mL) was added DMAP (0.06 g, 0.44 mmol). The reaction mixture was heated at 90¡ãC for 12 hours. After completion of the reaction (monitored by TLC), the reaction mixture was concentrated under reduced pressure, cooled to 0¡ãC, acidified to pH = 6 with IN HC1 and extracted with DCM. The combined organic extracts was washed with water, brine, dried over Na2S04, then the solvent was evaporated and to the resulting solid was recrystalised from ACN to give the title compound (0.08 g, Yield 47percent) as a white solid. 1H-NMR (CDC13, 300 MHz): delta 7.57 (m, 2H), 7.15 (s, 1H), 7.03 (t, J = 6.9 Hz, 2H), 5.35- 5.32 (m, 1H), 4.54- 4.48 (m, 1H), 3.71- 3.69 (m, 1H), 3.55 (m, 1H), 2.97- 2.93 (m, 2H), 2.71- 2.60 (m, 3H), 2.29- 1.13 (m, 36H), 0.99- 0.82 (m, 15H), 0.73 (d, J = 6.6 Hz, 3H); ESI MS: 800.5 (M+H).

17347-61-4 2,2-Dimethylsuccinicanhydride 87067, aTetrahydrofurans compound, is more and more widely used in various fields.

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.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

5-Pentylisoxazole-3-carboxylic acid (0.28 g, 1.5 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.25 g, 1.8 mmol), Triethylamine (0.18 g, 1.8 mmol) And 1-hydroxybenzotriazole (0.03 g, 0.18 mmol) Was added to chloroform (amylene added product) (10 mL). To the mixture, 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.35 g, 1.8 mmol) was added at room temperature, After stirring overnight, And concentrated under reduced pressure. Dilute hydrochloric acid was added to the concentrate, Extracted twice 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) -5-pentylisoxazole-3-carboxamide (Hereinafter referred to as present amide compound (12)) 0.10 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

5061-21-2, 2-Bromo-4-butanolide is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5061-21-2

General procedure: Anhydrous K2CO3 (1 equiv.) was added to the solution of relevant amine (1 equiv.) in 20 mL of solvent (acetonitrile, DCM or Me2CO) and the mixture was stirred at room temperature for 0.5 h. Then a solution of 3-bromodihydrofuran-2(3H)-one (1 equiv.) in 5 mL of appropriate solvent was added dropwise and stirring was continued for 3-20 h. In the synthesis of compounds 11 and 12 tetrabutylammonium bromide (TBAB) (0.1 equiv.) was added. After the reaction was completed, the precipitate was filtered off and the filtrate was concentrated under vacuum. Obtained crude products were recrystallized from suitable solvent (solid) or purified by column chromatography (oil). Lactone 11 was isolated as a hydrochloride salt and recrystallized from DCM. Synthesis of compound 13 was described elsewhere [24] B. Malawska and S. Gobaille, Pharmazie 50 (1995), pp. 390-393. View Record in Scopus | Cited By in Scopus (10)[24].

The synthetic route of 5061-21-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Kulig, Katarzyna; Wickowski, Krzysztof; Wickowska, Anna; Gajda, Justyna; Pochwat, Bart?omiej; Hoefner, Georg C.; Wanner, Klaus T.; Malawska, Barbara; European Journal of Medicinal Chemistry; vol. 46; 1; (2011); p. 183 – 190;,
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

Intermediate 545A: 6-Chloro-N-((R)-2-fluoro-3-hydroxy-3-methylbutyl)-4-(((S)-tetrahydrofuran-3-yl)amino)nicotinamide [0628] (R)-4,6-dichloro-N-(2-fluoro-3-hydroxy-3-methylbutyl)nicotinamide (150 mg, 0.508 mmol), (S)-tetrahydrofuran-3-amine, HCl (62.8 mg, 0.508 mmol) and Hunig’s Base (0.266 mL, 1.525 mmol) were dissolved in DMF (5 mL) at room temperature with stirring and then heated at 120 C. overnight. The reaction mixture was cooled and the DMF removed under vacuum to afford the crude solid which was purified via column chromatography to afford 6-chloro-N-((R)-2-fluoro-3-hydroxy-3-methylbutyl)-4-(((S)-tetrahydrofuran-3-yl)amino)nicotinamide (112 mg, 61% yield) as a tan solid. LCMS 346.1 (M+H); 1H NMR (400 MHz, DMSO-d6) delta 8.77 (t, J=5.6 Hz, 1H), 8.67 (d, J=7.0 Hz, 1H), 8.40 (s, 1H), 6.75 (s, 1H), 4.81 (s, 1H), 4.37 (dd, J=9.4, 1.9 Hz, 0.5H), 4.28-4.16 (m, 1.5H), 3.88-3.77 (m, 2H), 3.76-3.67 (m, 2H), 3.62 (dd, J=14.5, 3.3 Hz, 1H), 3.55 (dd, J=9.2, 2.9 Hz, 1H), 3.42-3.32 (m, 1H), 2.30-2.20 (m, 1H), 1.79-1.69 (m, 1H), 1.14 (dd, J=5.9, 1.1 Hz, 6H).

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

Reference£º
Patent; Santella, Joseph B.; Kumar, Sreekantha Ratna; Duncia, John V.; Gardner, Daniel S.; Paidi, Venkatram Reddy; Nair, Satheesh Kesavan; Hynes, John; Wu, Hong; Murugesan, Natesan; Sarkunam, Kandhasamy; Arunachalam, Piramanayagam; US2015/191464; (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.

Example 51 N-[(2r,5s)-5-hydroxyadamantan-2-yl] 4-cyclopropyl-2-[(3S)-oxolan-3-yl]amino]pyrimidine-5-carboxamide 4-cyclopropyl-N-[(2r,5s)-5-hydroxyadamantan-2-yl]-2-methylsulfonylpyrimidine-5-carboxamide (Intermediate 80, 0.3 g, 0.77 mmol), (S)-tetrahydrofuran-3-amine hydrochloride (0.189 g, 1.53 mmol) and DIPEA (0.294 mL, 1.69 mmol) were dissolved in THF (5 mL) and sealed into a microwave tube. The reaction was heated to 150 C. for 1 hour in the microwave reactor and cooled to room temperature. The reaction mixture was diluted with DCM (20 ml) and washed with saturated NaHCO3, then separated through a phase sep tube and the DCM layer evaporated. Purified by preparative HPLC (Phenomenex Gemini C18 110A (axia) column, 5mu silica, 30 mm diameter, 100 mm length), using decreasingly polar mixtures of water (containing 0.5% NH3) and MeCN as eluents. Fractions containing the desired compound were evaporated to dryness to afford the product, 4-cyclopropyl-N-[(2r,5s)-5-hydroxyadamantan-2-yl]-2-[[(3S)-oxolan-3-yl]amino]pyrimidine-5-carboxamide (0.106 g, 35%). Chiral analysis was carried out using 5 mum Chiralcel OJ-H (250 mm*4.6 mm)-No DG022, eluding with iso-Hexane/EtOH 80/20. The compound appears to have a chiral purity >98%. 1H NMR (400.132 MHz, CDCl3) delta 1.00-1.03 (2H, m), 1.17-1.23 (2H, m), 1.55 (2H, d), 1.69-1.87 (8H, m), 1.94 (2H, d), 2.17 (1H, s), 2.24-2.34 (3H, m), 2.45-2.52 (1H, m), 3.67 (1H, dd), 3.81-3.87 (1H, m), 3.92-3.99 (2H, m), 4.18-4.23 (1H, m), 4.52 (1H, s), 5.32 (1H, d), 6.03 (1H, d), 8.32 (1H, s) m/z (ES+) (M+H)+=399; HPLC tR=1.50 min., 204512-95-8

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

Reference£º
Patent; AstraZeneca AB; US2009/264401; (2009); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

63095-51-2,63095-51-2, (R)-4-Propyldihydrofuran-2(3H)-one is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Add a compound (R)-4-propyldihydrofuran-2-one (12.8g, 100.0mmol) and SOCl2 (12.8ml) to a 250mL three-neck flask with a mechanical stirring function, anhydrous zinc chloride (1.36 g, 10.0 mmol) was added, and the mixture was heated to 80 C and stirred for 15 h. The reaction solution was cooled in an ice bath, then cyclohexanol (50 mL) was added dropwise, and stirring was continued for 3 h. Stop the reaction and remove most of the volatiles under reduced pressure. The residue was separated by column chromatography to obtain the target compound.

63095-51-2 (R)-4-Propyldihydrofuran-2(3H)-one 10997054, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Fujian Haixi New Drug Initiative Co., Ltd.; Kang Xinshan; Wang Ruyong; Ye Yizhang; Gong Xuan; Zhang Fengsen; Wang Zhonghong; Li Dandan; Fu Yueli; Feng Yan; (35 pag.)CN110357790; (2019); A;,
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, Example 14 (S)-1-Methyl-N-5-(2-phenyl-[1,2,4]triazolo[1,5-a]pyridin-7-yl)-N4-(tetrahydrofuran-3-yl)-1H-pyrazole-4,5-dicarboxamide A mixture of 1-methyl-5-(2-phenyl-[1,2,4]triazolo[1,5-a]pyridin-7-ylcarbamoyl)-1H-pyrazole-4-carboxylic acid (100 mg, 276 mumol), (S)-tetrahydrofuran-3-ylamine hydrochloride (68.2 mg, 552 mumol), diisopropylethylamine (193 mul, 1.1 mmol) and propylphosphonic anhydride (50% in ethyl acetate, 407 mul, 690 mumol) in tetrahydrofurane (7 ml) is refluxed for 18 hours. The solvent is evaporated and to the residue is added sat. aqueous sodium hydrogencarbonate solution. The mixture is stirred for 20 minutes while a white solid precipitates. The solid is collected by filtration, washed with diethylether and dried affording (S)-1-methyl-N-5-(2-phenyl-[1,2,4]triazolo[1,5-a]pyridin-7-yl)-N4-(tetrahydrofuran-3-yl)-1H-pyrazole-4,5-dicarboxamide (118 mg, 99.1%) as a white solid. mp.: >250 C. MS: m/z=432.4 (M+H+).

The synthetic route of 204512-95-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Flohr, Alexander; Gobbi, Luca; Groebke Zbinden, Katrin; Koerner, Matthias; Peters, Jens-Uwe; US2012/142665; (2012); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem