Tag: M.W:100-200

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 269 (0590) 5-(2,4-Difluorobenzyloxymethyl)isoxazole-3-carboxylic acid (1.20 g, 4.5 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.92 g, 6.7 mmol), triethylamine (0.93 mL, 6.7 mmol) and 1-hydroxybenzotriazole (0.06 g, 0.4 mmol) were added to chloroform (amylene addition product) (10 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (1.03 g, 5.4 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 residue, and the mixture was extracted three times with ethyl acetate. The organic layer was washed with a saturated aqueous sodium bicarbonate solution and saturated saline water and dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 0.78 g of N-(tetrahydrofuran-3-ylmethyl)-5-(2,4-difluorobenzyloxymeth yl)isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (278)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 1.63-1.72 (1H, m), 2.04-2.14 (1H, m), 2.52-2.63 (1H, m), 3.47 (2H, t), 3.59 (1H, dd), 3.73-3.80 (1H, m), 3.83-3.95(2H, m), 4.62(2H, s), 4.68 (2H, s), 6.74(1H, s), 6.81(1H, dt), 6.89(1H, dt), 6.93(1H, br s), 7.35-7.42(1H, 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.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

5- (1-phenylcyclopropyl) isoxazole-3-carboxylic acid chloride ( In toluene solution (20 mL) Tetrahydrofuran-3-ylmethylamine hydrochloride (250 mg, 1.82 mmol) And 1 mol / L sodium hydroxide aqueous solution (20 mL) Were simultaneously added under cooling with ice water. After vigorously stirring for 30 minutes under cooling with ice water, The reaction mixture was 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- (1-phenyl-cyclopropyl) isoxazole-3-carboxamide (Hereinafter referred to as the present amide compound (156)) 504 mg 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

124391-75-9, (S)-(Tetrahydrofuran-3-yl)methanol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of tetrahydro-3-furanmethanol (Aldrich, 1.0 mL, 10.4 mmol) in 5 mL CH2Cl2 and 5 mL pyridine was added para-toluenesulfonyl chloride (3.0 g, 15.6 mmol) portion-wise over 15 minutes. This mixture stirred at ambient temperature for 3 hours then 5 mL H2O was added. The layers were separated and the aqueous layer was extracted 2 X 5 mL CH2Cl2. The combined organics were dried over Na2SO4, filtered, concentrated under reduced pressure and dried under vacuum (~1 mm Hg) to afford the title compound (2.62 g, 10.2 mmol, 98percent yield). 1H NMR (300 MHz, CDCl3) delta ppm 1.49 – 1.63 (m, 1 H) 1.94 – 2.08 (m, 1 H) 2.46 (s, 3 H) 2.52 – 2.68 (m, 1 H) 3.49 (dd, J=9.16, 5.09 Hz, 1 H) 3.64 – 3.84 (m, 3 H) 3.88 – 4.03 (m, 2 H) 7.36 (d, J=8.14 Hz, 2 H) 7.76 – 7.82 (m, 2 H); MS (DCI/NH3) m/z 257 (M+H)+

124391-75-9, 124391-75-9 (S)-(Tetrahydrofuran-3-yl)methanol 40784875, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; ABBOTT LABORATORIES; WO2009/67613; (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.

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

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.

Mixture of 4- (2-fluoro-4-methanesulfonyl-phenoxy)-5-methyl-6- (piperidin-4-yloxy)- pyrimidine (76 mg, 0.2 mmole), tetrahydro-furan-2-carboxylic acid (0.26 mmole, 1.3 eq), HATU (0.26 mmole, 1.3 eq), and TEA (0.4 mmole, 2 eq) in 2 mL THF was heated under microwave irradiation at 120 ¡ã C for 30 minutes. Mixture was purified by HPLC to give compound C164 as a yellow solid (78 mg, 81 percent). H NMR (CDC13, 400 MHz) 8 1.85-2. 17 (M, 8H), 2.21 (s, 3H), 3.10 (s, 3H), 3.75-3. 80 (M, 2H), 3.86-3. 91 (M, 2H), 3.96-4. 01 (M, 2H), 4.68 (t, 1H), 5.40-5. 45 (M, 1H), 7.44 (t, 1H), 7.78-7. 82 (M, 2H), 8.21 (s, 1H). Exact mass calculated for C22H26FN306S 479.2, found 480.3 (MH+)., 16874-33-2

16874-33-2 Tetrahydrofuran-2-carboxylic acid 86079, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; ARENA PHARMACEUTICALS, INC.; WO2005/7647; (2005); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

19311-37-6, 3-Bromotetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 36 Synthetic Scheme 36: (+/-)-4-(3-(2-chloro-4-(tetrahydrofuran-3-yl)phenyl)-1,4-oxazepan-4-yl)-6-methylpyrimidin-2-amine (279) I-238 A pyrex tube was charged with 3-bromotetrahydrofuran (0.027 g, 0.179 mmol) dichloronickel; 1,2-dimethoxyethane (0.003 g, 0.014 mmol), 1,10-phenanthroline (0.005 g, 0.028 mmol), BF4 (Sodium salt) (0.007 g, 0.064 mmol), manganese (0.013 g, 0.237 mmol). The reaction mixture was bubbled with nitrogen for 5 minutes. To the mixture was added MeOH (4 mL), 4-ethylpyridine (0.007 g, 0.061 mmol) and followed with 4-[3-(4-bromo-2-chloro-phenyl)-1,4-oxazepan-4-yl]-6-methyl-pyrimidin-2-amine, 31, (0.050 g, 0.121 mmol). The mixture was stirred at 55 C. overnight. The reaction mixture was diluted with EtOAc, filtered though a layer of celite and concentrated in vacuo. The resulting residue was purified by silica gel chromatography using a 4 g ISCO silica gel cartridge eluting with 0-10% MeOH. The product recovered was repurified by reverse phase chromatography. To afford 6.7 mg of desired product: 1H NMR (400 MHz, CDCl3) delta 7.30 (d, J=1.7 Hz, 1H), 7.24 (d, J=3.2 Hz, 1H), 7.18 (d, J=8.0 Hz, 1H), 7.11 (d, J=8.1 Hz, 1H), 5.58 (s, 1H), 4.90 (s, 2H), 4.51-4.26 (m, 1H), 4.18-4.05 (m, 2H), 3.92 (q, J=7.8 Hz, 1H), 3.73 (ddd, J=8.7, 7.0, 1.8 Hz, 1H), 3.69-3.49 (m, 3H), 3.37 (p, J=7.6 Hz, 1H), 2.45-2.27 (m, 1H), 2.17 (s, 3H), 2.08-1.95 (m, 2H); ESI-MS m/z calc. 388.2, found 389.0 (M+1)+. Retention time: 3.06 minutes.

19311-37-6, 19311-37-6 3-Bromotetrahydrofuran 12929516, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Merck Patent GmbH; Vertex Pharmaceuticals Incorporated; Yu, Henry; Clark, Michael; Bemis, Guy; Boyd, Michael; Chandupatla, Kishan; Collier, Philip; Deng, Hongbo; Dong, Huijun; Dorsch, Warren; Hoover, Russell R.; Johnson, JR., Mac Arthur; Kukarni, Shashank; Penney, Marina; Ronkin, Steven; Takemoto, Darin; Tang, Qing; Waal, Nathan D.; Wang, Tiansheng; (254 pag.)US2019/322658; (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.17347-61-4,2,2-Dimethylsuccinicanhydride,as a common compound, the synthetic route is as follows.

To l’-carboxylic acid tert-butyl ester-6-bromo-spiro[l,3-benzodioxine-2,4′- piperidine] (14.58 g, 37.94 mmol) in ether (300 mL) under argon at -78 0C was added sec- butyllithium (1.4 M; 32.5 mL, 45.5 mmol) dropwise and the reaction was stirred at -78 0C for 30 min. 3,3-Dimethyldihydrofuran-2,5-dione in ether (10 mL) was added and the reaction was stirred for 30 min at -78 0C and quenched with water (-40 mL). The reaction was warmed to rt and concentrated to remove the organic solvents. The aqueous layer was acidified with 5N HCl to pH = 3-4, extracted with dichloromethane (150 mL), and the organic layer was washed with water and brine, dried over sodium sulfate, and concentrated. The product was purified using silica gel column chromatography (2-3% methanol/dichloromethane). The fractions were concentrated, triturated with dichloromethane (~5 mL)/ether (-10 mL)/hexanes (-15-20 mL), and filtered off white solid to obtain 5.52 g (34%); MS m/z: 434 (M + H).

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

Reference£º
Patent; CEPHALON, INC.; WO2009/97309; (2009); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

124391-75-9, (S)-(Tetrahydrofuran-3-yl)methanol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 76: Preparation of 5-[5-Fluoro-2-oxo-l,2-dihydro-indoI-(3Z)- yIidenemcthyl]-2,4-dimethyI-lH-pyrroIe-3-carboxylic acid [(R)-3-oxo-2- (tetrahydro-furan-3-yImethyl)-isoxazolidin-4-yl]-amide76a 76b Stepl : To a solution of 76a (250mg 2.45mmol), TEA (273mg, 2.7mmol) inDCM (2OmL) was added methane sulfonyl chloride (298mg, 2.6mmol) drop-wise at O0C. The mixture was stirred overnight at room temperature. After the reaction was complete, the mixture was washed with Na2CO3 solution. The organic phase was separated and the aqueous phase was extracted by DCM (20mL*3). The organic phase was combined, dried over anhydrous Na2SO4 and evaporated to provide 76b (387mg, 88%) as an oil., 124391-75-9

As the paragraph descriping shows that 124391-75-9 is playing an increasingly important role.

Reference£º
Patent; XCOVERY, INC.; WO2008/33562; (2008); A2;,
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.144870-96-2,4-Aminotetrahydrofuran-3-ol,as a common compound, the synthetic route is as follows.

A solution of compound 2 (360 g, 3.5 mmol) in THF (10 mL) was added (Boc)20 (1.14 g,5.25 mmol) and NaOH (2N, 2 mL), then stirred at RT for 1 h. Quenched with water and extractedwith EtOAc, dried and evaporated, purified by combiflash (methanol:DCM = 1:20) to give compound 3 (0.2 g, 28%). LC-MS: m/z = 104.0 [M+H-Boc]

144870-96-2, The synthetic route of 144870-96-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ABBVIE INC.; MICHAELIDES, Michael; HANSEN, Todd; DAI, Yujia; ZHU, Guidong; FREY, Robin; GONG, Jane; PENNING, Thomas; CURTIN, Michael; MCCLELLAN, William; CLARK, Richard; TORRENT, Maricel; MASTRACCHIO, Anthony; KESICKI, Edward A.; KLUGE, Arthur F.; PATANE, Michael A.; VAN DRIE, John H. Jr.; JI, Zhiqin; LAI, Chunqiu C.; WANG, Ce; (1190 pag.)WO2016/44770; (2016); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

124391-75-9, (S)-(Tetrahydrofuran-3-yl)methanol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Example 28 2-[(tetrahydrofuran-3-ylmethyl)oxy]pyridine-4-carbonitrile To a suspension (1.0 mL) of sodium hydride (100 mg, 2.50 mmol) in THF was added tetrahydrofuran-3-ylmethanol (138 muL, 1.43 mmol) at room temperature, and the mixture was stirred at 50¡ã C. for 30 min. The reaction mixture was cooled to room temperature, and a solution (1.0 mL) of 2-chloropyridine-4-carbonitrile (200 mg, 1.44 mol) in THF was gradually added at room temperature. The mixture was stirred at room temperature for 30 min. and at 50¡ã C. for 12 hrs. The reaction mixture was cooled to room temperature, water was added and THF was evaporated under reduced pressure. The concentrated residue was extracted with ethyl acetate. The organic layer was washed with saturated brine and, after drying over anhydrous sodium sulfate, concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (10percent-20percent ethyl acetate/hexane) to give the title compound as a colorless oil (202 mg, 68percent). 1H-NMR (300 MHz, CDCl3) delta: 1.64-1.83 (1H, m), 2.05-2.20 (1H, m), 2.64-2.86 (1H, m), 3.68 (1H, dd, J=8.9, 5.3 Hz), 3.74-3.84 (1H, m), 3.85-3.96 (2H, m), 4.19-4.42 (2H, m), 6.99 (1H, s), 7.07 (1H, dd, J=5.3, 1.1 Hz), 8.28 (1H, d, J=5.1 Hz)., 124391-75-9

The synthetic route of 124391-75-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; Terauchi, Jun; Nara, Hiroshi; Oki, Hideyuki; Sato, Kenjiro; (166 pag.)US2015/329556; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem