Category: 204512-95-8

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.

To a stirred solution of (S)-3-aminotetrahydrofuran hydrochloride (16.0g, 130mmol) in anhydrous THF (250mL) at 0C was added dropwise Et3N (41.5mL, 298mmol) within 20min and stirred another 20min, then a solution of benzyl 2-bromoacetate (29.6g, 130mmol) was added slowly at 0C followed by NaI (1.90g, 13.0mmol). The reaction mixture was stirred at 0C for 30min and then allowed to warm to room temperature and stirred overnight. The solvent was removed under diminished pressure and the residue was treated with water (200mL) and extracted with three 150mL portions of ethyl acetate. The combined organic extracts were dried over Na2SO4 and concentrated under diminished pressure. The residue was purified by chromatography on a silica gel column (30¡Á6cm). Elution with 3:1 hexanes-ethyl acetate gave 3a as a yellow oil: yield 17.1g (56.1%). 1H NMR (400MHz, CDCl3) delta 7.39-7.30 (m, 5H), 5.16 (s, 2H), 3.91 (dd, J=15.6, 7.6Hz, 1H), 3.80-3.74 (m, 2H), 3.57 (dd, J=9.2, 3.6Hz, 1H), 3.44 (d, J=1.2Hz, 2H), 3.41-3.36 (m, 1H), 2.08-2.00 (m, 1H), 1.76-1.68 (m, 2H); LC-MS (ESI) [M+H]+ m/z 236.2.

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

Reference£º
Article; Bai, Xiaoguang; Yang, Zhiheng; Zhu, Mei; Dong, Biao; Zhou, Lei; Zhang, Guoning; Wang, Juxian; Wang, Yucheng; European Journal of Medicinal Chemistry; vol. 137; (2017); p. 30 – 44;,
Tetrahydrofuran – Wikipedia
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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

S-(-)-3-Aminotetrahydrofuran hydrochloride (149 mg, 1.20 mmol) and diisopropylamine (0.70 mL, 4.0 mmol) were added to 4-(3-ethyl-6,6-dimethyl-4-oxo-4,5,6,7-tetrahydroindazol-1-yl)-2-fluorobenzonitrile (311 mg, 1.00 mmol) in DMSO (0.7 mL). The mixture was stirred at 60 C. for 48 hours. It was diluted with EtOAc (10 mL) and washed with H2O (10 mL) and sat. NaCl (10 mL). The material was concentrated and passed through a plug of silica eluting with EtOAc. After the solvent was removed, the white solid was dissolved in DMSO (0.4 mL) and EtOH (1.6 mL). To the solution were added 1 M NaOH (0.2 mL) and 30% H2O2 (0.2 mL). The reaction was stirred at 25 C. for 1 hour. It was diluted with EtOAc (10 mL) and washed with H2O (10 mL) and sat. NaCl (10 mL). The organic layer was dried over Na2SO4 and concentrated. Purification by gradient flash chromatography eluting with 0% to 100% EtOAc in hexanes provided (S)-4-(3-ethyl-6,6-dimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indazol-1-yl)-2-(tetrahydrofuran-3-ylamino)benzamide (251 mg, 63%) as a white solid (LC/MS m/z=397.1 [M+H]+). 1H NMR (DMSO, 20 C., 400 MHz) delta (ppm) 8.56 (d, 1H), 7.75 (d, 2H), 6.72 (s, 1H), 4.18 (s, 1H), 4.12 (q, 1H), 4.02-3.53 (m, 8H), 2.48 (s, 4H), 1.17 (t, 3H), 1.00 (s, 6H)., 204512-95-8

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

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

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

EXAMPLE 7 (S)-7,8-Dimethoxy-N-(tetrahydrofuran-3-yl)quinazolin-4-amine A solution of 4-chloro-7,8-dimethoxyquinazoline (1.5 g, 6.7 mmol), (S)-tetrahydrofuran-3-amine hydrochloride (1.00 g, 8.00 mmol) and DIPEA (3.44 g, 26.7 mmol) in DMF (20 mL) was stirred at 100 C. for 3 hours. The solution was concentrated under vacuum. The residue was diluted with DCM (300 mL) and washed with brine (3*50 mL). The organic layer was evaporated and the residue was purified by prep-HPLC to afford (S)-7,8-dimethoxy-N-(tetrahydrofuran-3-yl)quinazolin-4-amine 1.2 g (67%) as a white solid, 204512-95-8

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

Reference£º
Patent; Kehler, Jan; Rasmussen, Lars Kyhn; Langgard, Morten; US2015/175584; (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 241: (S)-l-(5-chloro-6-methyl-l-p-tolyl-lH-benzo[d]imidazol-2-yl)-7V- (tetrahydrofuran-3-yl)piperidine-4-carboxamideA tautomeric mixture of ethyl l-(6-chloro-5-methyl-lH-benzo[d]imidazol-2-yl)piperidine-4- carboxylate and ethyl l-(5-chloro-6-methyl-lH-benzo[d]imidazol-2-yl)piperidine-4-carboxylate (80.5 mg, 0.25 mmol) dimethylsulfoxide (0.5 mL), caesium carbonate (114 mg, 0.35 mmol), 1- iodo-4-methylbenzene (109 mg, 0.50 mmol), 8-hydroxyquinoline (7.3 mg, 0.05 mmol), polyethylene glycol 400 (60.4 mg, 0.515 mmol) and copper(I) oxide (3.6 mg, 0.025 mmol) was heated at 15O0C for 4 hours. The temperature was lowered to 9O0C and water (0.004 mL) was added to the reaction mixture, which was stirred for one hour. Aqueous sodium hydroxide (0.5 mL, 1 N) and ethanol (1 mL) was added and the reaction mixture stirred over night. Aqueous hydrochloric acid (0.25 mL, 2 N) was added and the reaction mixture concentrated in vacuo. The residue was mixed with N,N-dimethylformamide (5 mL), JV,jV-diisopropylethylamine (Hunig’s base, DIEA, 97 mg, 0.75 mmol), 2-(7-aza-lH-benzotriazole-l-yl)-l,l,3,3-tetramethyluronium hexafluoro-phosphate (EtaATU, 114 mg, 0.3 mmol) and (S)-tetrahydrofuran-3 -aminehydrochloride (31 mg, 0.25 mmol). The reaction mixture was stirred at room temperature for 90 minutes, concentrated in vacuo and purified on column (silica gel, dichloromethane/methanol 96:4) to give 4.6 mg (4 % yield) of (S)-l-(5-chloro-6-methyl-l-p-tolyl-lH-benzo[d]imidazol-2- yl)-N-(tetrahydrofuran-3-yl)piperidine-4-carboxamide. LC-MS (m/z) 452.9 (M+l). Also eluting from the column was the other regioisomer (S)-l-(6-chloro-5-methyl-l-p-tolyl-lH- benzo[d]imidazol-2-yl)-N-(tetrahydrofuran-3-yl)piperidine-4-carboxamide.

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

Reference£º
Patent; NOVASAID AB; WANNBERG, Johan; ALTERMAN, Mathias; MALM, Johan; STENBERG, Patric; WESTMAN, Jacob; WALLBERG, Hans; WO2011/23812; (2011); 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

(3S)-Oxolan-3-amine hydrochloride (83 mg, 0.67 mmol) was added at room temperature to a stirred suspension of 8 -bromo- 1 -(3 ,4-dichlorob enzyl)-3 , 7-dimethyl- 1H- purine-2,6(3H,71])-dione (70 mg, 0.17 mmol) and DIEA (233 pi, 1.34 mmol) in nBuOH (5 ml). The resulting mixture was heated at 120C and stirred for 20h. Further (3S)-oxolan-3- amine hydrochloride (83 mg, 0.67 mmol) and DIEA (233 pi, 1.34 mmol) were added. The temperature was increased to 130C and stirring was continued. After 24h the solvent was removed in vacuo and the residue was purified by prep-HPLC to obtain the title compound. ?HNMR (500 MFIz, DMSO-d6) 7.55 (d, J 8.3 Hz, 1H), 7.51 (d, J 1.9 Hz, 1H), 7.25 (dd, J= 8.3, 2.0 Hz, 1H), 7.12 (d, J= 6.3 Hz, 1H), 4.98 (s, 2H), 4.47 -4.31 (m, 1H), 3.94- 3.84 (m, 2H), 3.72 (td, J= 8.1, 6.0 Hz, 1H), 3.61 (dd, J= 9.0, 4.1 Hz, 1H), 3.58 (s, 3H), 3.35 (s, 3H),2.38-2.07(m, 1H), 1.99- 1.78 (m, 1H).

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

Reference£º
Patent; RAZE THERAPEUTICS, INC.; MAINOLFI, Nello; MOYER, Mikel, P.; SAIAH, Eddine; LECCI, Cristina; PACE, Robert, David, Matthew; TYE, Heather; VILE, Julia; (420 pag.)WO2017/106352; (2017); 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, 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

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

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
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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

). (c) l-(5,6-Dimethyl-l-p-tolyl-lH-benzo[d]imidazol-2-yl)piperidine-4-carboxylic acid (37 mg, 0.10 mmol), 2-(7-aza-lH-benzotriazole-l-yl)-l,l,3,3-tetramethyluronium hexafluorophosphate (EtaATU, 58 mg, 0.153 mmol), (S)-tetrahydrofuran-3 -amine hydrochloride (18.9 mg, 0.153 mmol) and iV,jV-diisopropyl-ethylamine (Etaunig’s base, DIEA, 170 muL, 1.02 mmol) were dissolved in N,N-dimethylformamide (1 mL). The reaction mixture was stirred overnight at ambient temperature, filtered and subjected to preparative hplc (preparative RP-LC was performed on a Gilson system equipped with a Zorbax SB-C8 (5 mum, 21.2 x 150 mm) column, using methano I/water (0.05% formic acid) gradients at a flow rate of 4 mL/min with UV (214 or 254 nm) and MS (ESI) detection) to give 33 mg (75 % yield) of (S)-l-(5,6-dimethyl-l-p-tolyl- lH-benzo[d]imidazol-2-yl)-N-(tetrahydrofuran-3-yl)piperidine-4-carboxamide as an off-white solid. LC-MS (m/z) 433.0. (M+l).

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

Reference£º
Patent; NOVASAID AB; WANNBERG, Johan; ALTERMAN, Mathias; MALM, Johan; STENBERG, Patric; WESTMAN, Jacob; WALLBERG, Hans; WO2011/23812; (2011); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem