Day: September 3, 2020

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.219823-47-9,(R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

1-chloro-4-(beta-D-glucopyranos-1-yl)-2-[4-((S)-tetrahydrofuran-3-yloxy)-benzyl]-benzene 0.19 g (R)-3-(4-methylphenylsulfonyloxy)-tetrahydrofuran are added to a mixture of 0.20 g 1-chloro-4-(beta-D-glucopyranos-1-yl)-2-(4-hydroxybenzyl)-benzene and 0.29 g cesium carbonate in 2.5 ml dimethylformamide. The mixture is stirred at 75 C. for 4 h, before another 0.29 g caesium carbonate and 0.19 g (R)-3-(4-methylphenyl-sulfonyloxy)-tetrahydrofuran are added. After an additional 14 h stirring at 75 C. the mixture is cooled to ambient temperature and brine is added. The resulting mixture is extracted with ethyl acetate, the combined organic extracts are dried over sodium sulfate, and the solvent is removed. The residue is purified by chromatography on silica gel (dichloromethane/methanol 1:0?5:1). Yield: 0.12 g (49% of theory) Mass spectrum (ESI+): m/z=451/453 (Cl) [M+H]+, 219823-47-9

As the paragraph descriping shows that 219823-47-9 is playing an increasingly important role.

Reference£º
Patent; Boehringer Ingelheim International GmbH; US2007/249544; (2007); 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, To a stirred solution of intermediate 1 (0.21 g, 0.9 mmol) and TEA (0.37 mL, 2.7 mmol) in dry DCM (5 mL) at 0 ¡ãC, triphosgene (0.268 g, 0.90 mmol) was added and stirred for 2 h at RT. Completion of the reaction was monitored by TLC. The reaction mixture was then poured into water (10 mL) and stirred for 10 min. The organic layer was washed with brine (10 mL), dried over anhydrous Na2S04 and evaporated under vacuum. The resulting crude mixture was dissolved in dry DCM (10 mL), then TEA (0.37 mL, 2.7 mmol) followed by tetrahydrofuran-3- amine (0.12 g, 1.35 mmol) were added at 0 ¡ãC under nitrogen atm and stirred for 4 h at RT. Completion of the reaction was moitored by TLC. The mixture was poured into sat. NaHCO3 (10 mL) and the resulting mixture was stirred for 10 min. The organic layer was washed with brine (10 mL), dried over anhydrous Na2S04 and concentrated under vacuum. The resulting crude material was purified by flash chromatography (Biotage Isolera, gradient: 7percent methanol in DCM) to afford the title compound. Yield: 10percent (31.34 mg, white solid). 1H NMR (400 MHz, DMSO-ak) : delta 7.13 (d, J = 7.6 Hz, 1 H), 6.72 (d, J = 7.2 Hz, 1 H), 6.68 (s, 1 H), 6.38 (d, J = 5.6 Hz, 1 H), 4.49 (t, J = 8.4 Hz, 2H), 4.12-4.05 (m, 1 H), 3.79-3.70 (m, 2H), 3.63-3.57 (m, 1 H), 3.40-3.30 (m, 1 H), 3.27-3.20 (m, 4H), 3.12 (t, J = 8.4 Hz, 2H), 2.33-2.25 (m, 3H), 2.21-2.17 (m, 2H), 2.05-1.95 (m, 1 H), 1.79-1.68 (m, 1 H), 1.2 (d, J = 6.4 Hz, 3H). LCMS: (Method A) 346.3 (M+H), Rt. 2.0 min, 96.3percent (Max). HPLC: (Method A) Rt. 2.1 min, 96.3percent (Max).

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

Reference£º
Patent; ASCENEURON S.A.; QUATTROPANI, Anna; KULKARNI, Santosh S.; GIRI, Awadut Gajendra; (134 pag.)WO2019/37860; (2019); 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.

Tetrahydrofuran-3-ylmethylamine hydrochloride (0.07 g, 0.49 mmol) And triethylamine (0.05 g, 0.49 mmol) Was added to chloroform (amylene addition product) (3 mL). To the mixture, At room temperature 5- (1,4-benzodioxan-2-ylmethyl) oxymethyl isoxazole-3-carboxylic acid (0.12 g, 0.41 mmol) 1-Hydroxybenzotriazole (0.01 g, 0.04 mmol) And 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.10 g, 0.49 mmol) were added, After stirring at room temperature for 6 hours, Dilute hydrochloric acid was added, It was extracted twice with chloroform. The organic layer was washed with saturated sodium bicarbonate water, After drying with anhydrous sodium sulfate, 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- (1,4-benzodioxan-2-ylmethyl) oxymethyl isoxazole-3-carboxamide (Hereinafter referred to as the present amide compound (120)) 0.08 g was obtained.

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

105-21-5, Gamma-heptalactone is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a dry round bottom flask under argon atmosphere 5 g (27.9 mmol) of (3- aminopropyl)trimethoxysilane (AMMO) was stirred at 50 C. 0.28 ml of 1 M triethylaluminium solution in hexane was slowly added (0.279 mmol, 1 mol%). Afterwards 27.9 mmol of the mono-substituted lactone listed in Table 1 was added and vigorously stirred for 3 hours. (0070) A yellowish and viscous following product from Comparative Example 1 was obtained. (0071) (0072) 1H NMR (400 MHz, Chloroform-c/) d 6.55 (s, OH), 3.51 (s, 5H), 3.19 – 3.12 (m, 1 H), 2.32 – 2.26 (m, 1 H), 1.84 – 1.71 (m, 1 H), 1.65 – 1.49 (m, 2H), 1.37 (m, 2H), 0.86 (t, J = 7.0 Hz, 1 H), 0.63 – 0.55 (m, 1 H); 13C NMR (101 MHz, CDCIs) d = 173.95, 70.74, 50.46, 41.92, 39.78, 33.10, 32.81 , 22.62, 18.86, 14.03, 6.45; 29Si NMR (79 MHz, CDCIs) d = -42.22.

105-21-5, As the paragraph descriping shows that 105-21-5 is playing an increasingly important role.

Reference£º
Patent; HENKEL AG & CO. KGAA; DAMKE, Jan-Erik; KLEIN, Johann; BRISAR, Rok; MEJIA, Esteban; (16 pag.)WO2019/115321; (2019); 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, Step A. (+/-)-N-(2-Nitrophenyl)tetrahvdrofuran-3 -amineA solution of N, jV-diisopropylethylamine (3.20 mL, 18.4mmol), l-fluoro-2- nitrobenzene (0.484 mL, 4.59 mmol), and (+/-)-tetrahydrofuran-3 -amine (400 mg, 4.59 mmol) in rc-butanol (10 mL) was heated to 180 0C in a microwave reactor. After 20 min, the reaction was allowed to cool to ambient temperature and concentrated. Purification by silica gel chromatography, eluting with a gradient of hexane: EtOAc – 100:0 to 0:100, gave the title compound. MS: mlz = 209 (M + 1).

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

Reference£º
Patent; MERCK & CO., INC.; WO2008/130512; (2008); A1;,
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- (3-chloro-4-fluorobenzyloxymethyl) isoxazole-3-carboxylic 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) Was added to chloroform (amylene added product) (20 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (2.05 g, 10.7 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 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 equation Indicated by N- (tetrahydrofuran-3-ylmethyl) -5- (3-chloro-4-fluorobenzyloxymethyl) isoxazole-3-carboxamide (Hereinafter referred to as the present amide compound (261)) 0.29 g was obtained., 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

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

To a solution of (S)-3-(1,4-dimethyl-1H-benzo[d][1,2,3]triazol-5-yl)-3-(3-(((R)-2-ethyl-2,3- dihydropyrido[3,4-f][1,4]oxazepin-4(5H)-yl)methyl)-4-methylphenyl)-2,2-dimethylpropanoic acid (100 mg, 0.190 mmol) and tetrahydrofuran-3-amine (19.81 mg, 0.227 mmol) in N,N- dimethylformamide (DMF) (1 mL) was added DIEA (0.099 mL, 0.569 mmol) and HATU (72.1 mg, 0.190 mmol). The mixture was allowed to stir at 25 C for 20 hrs. The reaction was then diluted with water and extracted with ethyl acetate (3×30 mL). The combined organic layer was dried over magnesium sulfate, filtered, and concentrated to dryness. The residue was dissolved in 3 mL of DMSO, filtered, and purified by reverse phase preparative HPLC under neutral conditions to obtain the title compound (42.9 mg, 0.072 mmol, 37.9 % yield) as a colorless solid. LC-MS m/z 598.5 (M+H)+, 0.88 min (ret. time).1H NMR (400 MHz, METHANOL-d4) deltappm 0.82 – 1.00 (m, 3 H) 1.30 – 1.39 (m, 7 H) 1.39 – 1.68 (m, 3 H) 1.89 – 2.04 (m, 1 H) 2.26 (s, 3 H) 2.68 – 2.90 (m, 5 H) 3.17 – 3.29 (m, 1 H) 3.55 – 3.78 (m, 6 H) 3.81 – 3.99 (m, 2 H) 4.15 – 4.33 (m, 4 H) 4.89 (d, J=7.53 Hz, 1 H) 6.98 (d, J=5.52 Hz, 1 H) 7.04 – 7.19 (m, 3 H) 7.48 (d, J=8.78 Hz, 1 H) 7.69 – 7.80 (m, 1 H) 8.09 (s, 1 H) 8.30 (d, J=5.27 Hz, 1 H)

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

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CALLAHAN, James Francis; COLANDREA, Vincent J.; COOPER, Anthony William James; GOODWIN, Nicole Cathleen; HUFF, Chelsea Ariane; KARPIAK, Joel; KERNS, Jeffrey K.; NIE, Hong; (404 pag.)WO2018/109647; (2018); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem