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.

Example 96 N-[4-(dimethylphosphoryl)phenyl]-N?-(tetrahydrofuran-2-yl)-1,3,5-triazine-2,4-diamine (0697) (0698) To a solution of 4-chloro-N-[4-(dimethylphosphoryl)phenyl]-1,3,5-triazin-2-amine (prepared as in Example 92: 0.12 mmol) in 2 mL of ethanol is added 50 muL of triethylamine and (s)-3-aminotetrahydrofuran hydrochloride salt (14 mg, 0.12 mmol). The mixture can be microwaved at 120 degrees until formation of the desired compound. The reaction mixture is filtered through a syringe filter and purified by prep-HPLC., 204512-95-8

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

Reference£º
Patent; ARIAD PHARMACEUTICALS, INC.; Wang, Yihan; Huang, Wei-Sheng; Liu, Shuangying; Shakespeare, William C.; Thomas, Ranny M.; Qi, Jiwei; Li, Feng; Zhu, Xiaotian; Kohlmann, Anna; Dalgarno, David C.; Romero, Jan Antoinette C.; Zou, Dong; US2015/225436; (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.

A ?Personal Chemistry? microwave vial is charged with the title compound of (300 mg, 0.73 mmol), (S)-3-aminotetrahydrofuran hydrochloride (360 mg, 2.9 mmol), palladium (II) acetate (8 mg, 5 mol %), 1,1′-bis(diphenylphosphino)ferrocene (DPPF) (40 mg, 10 mol %), and sodium tert-butoxide (210 mg, 2.19 mmol). To this is added toluene (5 mL) and the reaction is heated with microwave irradiation to 115 C. for 30 min. After allowing the reaction vessel to cool, a suspension formed and is filtered and the filtrate evaporated. The residue is purified by flash chromatography, and the intermediate product (162 mg, 53%) is hydrolyzed by dissolution in 25% dimethylsulfoxide/ethanol, adding 1 N NaOH (0.25 mL) and 30% aqueous hydrogen peroxide (0.25 mL), followed by stirring at room temperature for 1 hours. An off yellow precipitate formed and H2O is added to precipitate more solids. The solids are collected by vacuum to yield of (S)-4-(6,6-dimethyl-4-oxo-3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indol-1-yl)-2-(tetrahydrofuran-3-ylamino)benzamide (102 mg, 60% yield) as an off yellow powder. LC/MS: m/z=436 [M+H]-. 1H NMR (400 MHz, d6 DMSO): delta 8.56 (d, 1H), 7.97 (bs, 1H), 7.75 (d, 1H), 7.69 (s, 1H), 7.31 (bs, 1H), 6.73 (s, 1H), 6.65 (dd, 1H), 4.16 (m, 1H), 3.85 (m, 1H), 3.82 (m, 1H), 3.71 (m, 1H), 3.53 (dd, 1H), 2.74 (s, 2H), 2.33 (s, 2H), 1.73 (m, 1H), 0.99 (s, 6H)., 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; 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

Step 1: lambda/-(tert-Butoxycarbonyl)-lambda/-{2-r(3i?)-tetrahvdrofuran-3-ylaminolpropyUglycine (III) To a solution (0.56 M) of (35)-tetrahydrofuran-3-amine.etaCl (prepared as described in HeIv. CHm. Acta 2000, 53, 1825-1845) in DCE were added N-(tert-butoxycarbonyl)-N-(2- oxopropyl)glycine (1.3 eq), DIPEA (1 eq), NaBH(OAc)3 (2 eq), cat. AcOH and cat. NaOAc. Reaction mixture was irradiated at MW for 20 min at 1200C. DCE was removed under reduced pressure and the residue purified by filtration on silica gel eluting of the desired intermediate with EtOAc. Evaporation of the organic solvent yielded (III). MS (ES) C14H26N2O5 requires: 302, found: 303 (M+H)+., 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; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.P.A.; WO2009/63244; (2009); 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 6 N2-[4-(dimethylphosphoryl)phenyl]-N4-(tetrahydrofuran-2-yl)-5-(trifluoromethyl) pyrimidine-2,4-diamine (0413) (0414) To a solution of 4-chloro-N-[4-(dimethylphosphoryl)phenyl]-5-(trifluoromethyl)pyrimidin-2-amine (prepared as in Example 1:40 mg, 0.12 mmol) in 2 mL of ethanol was added 50 muL of triethylamine and (s)-3-aminotetrahydrofuran hydrochloride salt (14 mg, 0.12 mmol). The mixture was microwave at 120 degrees for 20 minutes. The reaction mixture was filtered through a syringe filter and purified by prep-HPLC (Waters Sunfire C18 column with ACN/water mobile phases) to yield a white solid as product (27 mg, 59% yield.) MS/ES+: m/z=401., 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; ARIAD PHARMACEUTICALS, INC.; Wang, Yihan; Huang, Wei-Sheng; Liu, Shuangying; Shakespeare, William C.; Thomas, Ranny M.; Qi, Jiwei; Li, Feng; Zhu, Xiaotian; Kohlmann, Anna; Dalgarno, David C.; Romero, Jan Antoinette C.; Zou, Dong; US2015/225436; (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

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 solution of 2-fluoro-4-(3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-indazol-1-yl)-benzonitrile (491 mg, 1.65 mmol) in DMSO (0.7 mL), (S)-3-aminotetrahydrofuran hydrochloride (247 mg, 1.98 mmol) and DIEA (0.86 mL, 4.95 mmol) are added, and the reaction is stirred at 90 C. for 13 hours. The reaction mixture is then diluted with EtOAc (50 mL), washed with H2O (2¡Á50 mL) and brine (50 mL), and the organic layers are dried over Na2SO4 and concentrated. Purification of the residue using a Biotage column (elution with 0-100% EtOAc in hexanes) yields (S)-2-(tetrahydrofuran-3-ylamino)-4-(3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indazol-1-yl)benzonitrile (197 mg, 33% yield) as a light yellow solid. LCMS: m/z=365 [M+H]+., 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

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 101 (S)-tetrahydrofuran-3 -amine hydrochloride (5.17 g, 42 mmol) and NaOH (5 g, 126 mmol) were dissolved in THF (50 mL) and H20 (50 mL). 5-(chlorosulfonyl)-2- fluorobenzoic acid (10 g, 42 mmol) was added at 0C. The mixture was stirred at 20C for 4 hours. The mixture was washed with ethyl acetate (3 x 20 mL). The aqueous layer was separated and adjusted to pH=3 with IN HC1. The aqueous layer was extracted with ethyl acetate (3 x 50 mL). The combined organic layers were washed with brine and dried over Na2S04. The solvent was removed in vacuo resulting in (S)-2-fluoro-5- (N-(tetrahydrofuran-3-yl)sulfamoyl)benzoic acid (2.1 g) . (S)-2-fluoro-5-(N-(tetra- hydrofuran-3-yl)sulfamoyl)benzoic acid (1 g, 3.457 mmol), 3,4-difluoroaniline (0.53 g, 4.15 mmol) and triethylamine (0.7 g, 6.9 mmol) were dissolved in DMF (400 mL) and HATU (1.57 g , 4.15 mmol) was added at 0C. The mixture was next stirred at 20C for 6 hours. The solvent was removed in vacuo and the obtained residue was purified by silica gel chromatography (eluent: petroleum ether: ethyl acetate=5 : l) resulting in compound 101 (0.8 g). Method B; Rt: 4.15 min. m/z : 401.3 (M+H)+ Exact mass: 400.1

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; JANSSEN R&D IRELAND; LAST, Stefaan, Julien; RABOISSON, Pierre, Jean-Marie, Bernard; ROMBOUTS, Geert; VANDYCK, Koen; VERSCHUEREN, Wim, Gaston; WO2014/33176; (2014); 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

2-Chloro-N-(5-hydroxy-2-adamantyl)-4-propan-2-yloxypyrimidine-5-carboxamide (Intermediate 39, 560 mg, 1.53 mmol), and (S)-tetrahydrofuran-3-amine hydrochloride (284 mg, 2.30 mmol) were suspended in butyronitrile (12 mL). DIPEA (0.533 mL, 3.06 mmol) was added and the mixture was sealed into a microwave vial. The reaction was heated to 150 C. for 2.5 h in the microwave reactor, then was cooled to RT. The reaction mixture was diluted with EtOAc and washed with sat. brine. The organic layer was dried over MgSO4 and concentrated. The crude product was purified by preparative HPLC to afford the title compound (149 mg, 23%); 1H NMR (400 MHz) 1.38 (6H, d), 1.47 (2H, d), 1.68 (8H, m), 1.90 (1H, m), 2.02 (3H, d), 2.13 (1H, m), 3.55 (1H, s), 3.70 (1H, dd), 3.77-3.94 (2H, m), 3.95-4.01 (1H, m), 4.39 (2H, m), 5.50 (1H, hept), 7.66 (1H, d), 7.92 (1H, m), 8.60 (1H, s); m/z MH+=417; HPLC tR=1.58 min., 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; ASTRAZENECA AB; US2011/92526; (2011); 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.

4-Bromo-2-fluoro-bezonitrile (1.25 g), (S)-tetrahydro-furan-3-ylamine hydrochloride (0.785 g), and DIPEA (2.4 mL) are dissolved in DMSO (20 mL) and stirred at room temperature overnight. The reaction mixture is poured into saturated aqueous NH4Cl (150 mL), extracted with EtOAc (3¡Á100 mL), dried over Na2SO4, filtered, and concentrated to give (S)-4-bromo-2-(tetrahydrofuran-3-ylamino)benzonitrile (1.6 g, 96% yield). LCMS: m/z=267, 269 [M+H]+., 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; 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

A mixture of the compound obtained above (2.8 mmol), (S)- aminotetrahydrofuran hydrochloride (346 mg, 2.8 mmol) and DIEA (1.0 mL, 2.1 mmol) in DCM (6 mL) was stirred at -70 C (C02/i-PrOH) under an atmosphere of nitrogen. After 30 minutes the cooling bath was removed and the mixture was stirred overnight at room temperature. TLC analysis of the crude reaction mixture ([EtOAc/hexanes (3:7)] Rf = 0.56) showed the reaction to be complete. To the brown solution was then added DCM (2 mL), trans-4-aminocyclohexanol (323 mg, 2.8 mmol) and DIEA (1.0 mL, 2.1 mmol), and the reaction flask was sealed and stirred at 45 C overnight. After cooling to room temperature the contents of the reaction flask was added to a saturated NH4CI solution (25 mL) and water (10 mL). The product was extracted [2 x DCM (10 mL)] from the aqueous solution, dried (Na2S04) and the solvent was removed under reduced pressure. The crude product was purified by flash chromatography over silica gel [EtO Ac/heptane (9: 1), EtOAc] to provide 0.49 g (54%) of the target compound as a light yellow solid. TLC (EtO Ac) Rf = 6.27. HPLC conditions C, RT = 13.63 min (CP: 95.9%, radiochemical purity (RCP): 98.1%), 204512-95-8

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

Reference£º
Patent; SIGNAL PHARMACEUTICALS, LLC; BEAUCHAMPS, Marie, Georges; HARRIS, Louise, Michelle; KOTHARE, Mohit, Atul; SAINDANE, Manohar, T.; WO2011/71491; (2011); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem