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.

5- (4-methoxymethyl-2,3,5,6-tetrafluorobenzyl) oxymethyl isoxazole-3-carboxylic acid (0.20 g, 0.6 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.10 g, 0.9 mmol), Triethylamine (0.07 g, 0.7 mmol) And 1-hydroxybenzotriazole (0.01 g, 0.07 mmol) were added to chloroform (amylene addition product) (2 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.13 g, 0.7 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- (4-methoxymethyl-2,3,5,6-tetrafluorobenzyl) oxymethyl isoxazole-3-carboxamide (hereinafter, this amide compound (29) I write down. 0.12 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

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

Production Example 147 (0467) Tetrahydrofuran-3-ylmethylamine hydrochloride (200 mg, 1.45 mmol) and a 1 mol/L aqueous sodium hydroxide solution (10 mL) were simultaneously added to a toluene solution (10 mL) of 5-(1,1-difluoro-1-phenylmethyl)isoxazole-3-carboxylic acid chloride (< 0.60 mmol), under ice-water cooling. The mixture was vigorously stirred under ice-water cooling for 1 hour, and then the reaction 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 190 mg of N-(tetrahydrofuran-3-ylmethyl)-5-(1,1-difluoro-1-phenylmeth yl)isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (155)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta(ppm)):1.61-1.72(m, 1H), 2.03-2.14(m, 1H), 2.52-2.62 (m, 1H), 3.44-3.49(m, 2H), 3.58(dd, J=8.8, 5.2Hz, 1H), 3. 72-3. 79 (m, 1H), 3.82-3.86(m, 1H), 3. 88-3. 94 (m, 1H), 6.86-6.88(m, 1H), 6.92(brs, 1H), 7.46-7.61(m, 5H) 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.124391-75-9,(S)-(Tetrahydrofuran-3-yl)methanol,as a common compound, the synthetic route is as follows.

Step 1: (Tetrahydrofuran-3-yl)methyl methanesulfonate To a cooled (0 C.) solution of (tetrahydrofuran-3-yl)methanol (3.0 mL) and triethylamine (5.7 mL) in dichloromethane (30 mL) is added methanesulfonyl chloride (3.1 mL). The mixture is stirred for 12 hours at room temperature. After cooling to 0 C. triethylamine (1.3 mL) and methanesulfonyl chloride (0.7 mL) are added and the mixture is stirred for 12 hours at room temperature. The mixture is partitioned between dichloromethane and saturated aqueous NaHCO3 solution and stirred vigorously for 30 minutes. The organic phase is separated, washed with brine and dried (MgSO4). The solvent is evaporated to give the title compound. Yield: 5.6 g; TLC: rf=0.35 (silicagel, cyclohexane/ethyl acetate 1:1); Mass spectrum (ESI+): m/z=181 [M+H]+.

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

Reference£º
Patent; Boehringer Ingelheim International GmbH; ECKHARDT, Matthias; FRATTINI, Sara; HAMPRECHT, Dieter; HIMMELSBACH, Frank; LANGKOPF, Elke; LINGARD, Iain; PETERS, Stefan; WAGNER, Holger; US2013/252937; (2013); 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.

Reference Production Example 1 (0647) Triethylamine (1.6 mL) and tetrahydrofuran-3-ylmethylamine hydrochloride (1.12 g, 8.14 mmol) were added to an N,N-dimethylformamide (6 mL) solution of ethyl 5-pent-1-ynyl-1,3,4-thiadiazole-2-carboxylate (950 mg, 4.24 mmol). The mixture was stirred at 40C for 20 minutes under ultrasonic irradiation, and cooled. Then, the mixture was diluted with ethyl acetate, and sequentially washed with 3% hydrochloric acid and saturated saline water, and then the organic layer was dried over anhydrous sodium sulfate. The dried matter was concentrated under reduced pressure, and the residue was applied to a silica gel column chromatography to obtain 850 mg of N-(tetrahydrofuran-3-ylmethyl)-5-(pent-1-ynyl)-1,3,4-thiadi azole-2-carboxamide represented by the following formula: as a crude product. The crude product was subjected to a next reaction as it was.

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.124391-75-9,(S)-(Tetrahydrofuran-3-yl)methanol,as a common compound, the synthetic route is as follows.

Example 1; Preparation of 1-{(tetrahydro-3-furanyl)methyl}-2-nitro-3-methylguanidine(dinotefuran);A mixture comprising 10.0 g of (tetrahydro-3-furanyl)methanol, 29.5 g of trifluoromethanesulfonic anhydride, 10.0 g of pyridine and 200 ml of dichloromethane was stirred for an hour at room temperature. Water was poured into the reaction solution to separate the organic layer, which was washed with 1 N hydrochloric acid, water and a saturated saline solution, dried, and concentrated to obtain 20 g of 3-tetrahydro-furanylmethyl triflate. 3.25 g of 60percent sodium hydride were added to 12.5 g of 1,5-dimethyl-2-nitroiminohexahydro-1,3,5-triazine and 60 ml of DMF at room temperature, followed by stirring for an hour. 20.0 g of the 3-tetrahydrofuranylmethyl triflate were added thereto, and the mixture was stirred at 50¡ã C. for 2 hours. After cooling the mixture to room temperature, 50 ml of 2N hydrochloric acid were added thereto, followed by stirring at 50¡ã C. for 2 hours. The resultant mixture was neutralized with sodium bicarbonate and extracted with dichloromethane, and the extract was dried and concentrated. The residue thus obtained was purified by silica gel column chromatography (eluent: ethyl acetate/hexane=1/1) to obtain 7.8 g of 1-{(tetrahydro-3-furanyl)methyl}-2-nitro-3-methylguanidine (dinotefuran)., 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; Cottrell, Ian W.; Ahn, Albert; Dorneval, Linda; US2007/254927; (2007); 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.97-99-4,(Tetrahydrofuran-2-yl)methanol,as a common compound, the synthetic route is as follows.

Example 193 : (R)-N-( 1 -Methyl- 1 H-pyrazo 1-4-yl)- 1 -((6-((tetrahydrofuran-2- yl)methoxy)pyridin-2-yl)methyl)- 1 H-pyrazo lo [3 ,4-d]pyrimidin-6-amine(R)-(Tetrahydrofuran-2-yl)methanol (22mg, 0.214mmol) was added to a solution of NaH (lOmg, 0.246mmol) in dry DMF (ImL) in a 2-necked flask under Nitrogen. Another portion of NaH (lOmg, 0.246mmol) was added to a stirring solution of l-((6-fluoropyridin-2- yl)methyl)-N-( 1 -methyl- 1 H-pyrazo 1-4-yl)- 1 H-pyrazolo [3 ,4-d]pyrimidin-6-amine (Example 170) (50mg, 0.154mmol) in DMF (1ml). This solution was added to the 2-necked flask and stirred for 16h at rt. The reaction was quenched with NH4C1 (sat. solution, ImL) and diluted with Ethyl Acetate (20mL). The organics were separated and washed with NaHC03 (sat. solution, 20mL). The aqueous phase was re-extracted with Ethyl Acetate (2 x lOmL). The combined organics were dried over Na2S04, filtered and the solvent evaporated to give a crude product that was purified by prep HPLC. (R)-N-( 1 -methyl- 1 H-pyrazo 1-4-yl)- 1 -((6- ((tetrahydrofuran-2-yl)methoxy)pyridin-2-yl)methyl)- 1 H-pyrazo lo [3 ,4-d]pyrimidin-6-amine was obtained as a white solid (24mg, 38% yield). 1H NMR (d6-Acetone) delta 8.87 (s, 1H), 8.04 (s, 1H), 7.99 (s, 1H), 7.61 (s and t, 2H), 6.70 (d, 1H), 6.64 (d, 1H), 5.54 (s, 2H), 4.07 (m, 3H), 3.82 (s, 3H), 3.75 (m, 1H), 3.61 (m, 1H), 1.84 (m, 3H), 1.54 (m, 1H); LC-MS method B, (ES+) 407.1, RT = 7.65min., 97-99-4

The synthetic route of 97-99-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CELLZOME LIMITED; RAMSDEN, Nigel; HARRISON, Richard John; OXENFORD, Sally; BELL, Kathryn; PITON, Nelly; DAGOSTIN, Claudio; BOUSSARD, Cyrille; RATCLIFFE, Andrew; WO2011/48082; (2011); 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

Production Example 22 (0333) 5-(3-Phenylpropyl)isoxazole-3-carboxylic acid (0.46 g, 2.0 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.33 g, 2.4 mmol), triethylamine (0.24 g, 2.4 mmol) and 1-hydroxybenzotriazole (0.04 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 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 0.49 g of N-(tetrahydrofuran-3-ylmethyl)-5-(3-phenylpropyl)isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (22)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta(ppm) :1.62-1.72 (1H, m), 2.02-2.13(3H, m), 2.52-2.62(1H, m), 2.69(2H, t), 2.80(2H, t), 3.44-3.47 (2H, m), 3.57-3.60(1H, m), 3.75-3.78(1H, m), 3.84-3.94(2H, m), 6.46(1H, s), 6.93(1H, br s), 7.18-7.22(3H, m), 7.29-7.32(2H, m)

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; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); 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

184950-35-4, 5- (3-fluoro-2-naphthylmethoxymethyl) isoxazole-3-carboxylic acid (0.48 g, 1.6 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.83 g, 6.0 mmol), Triethylamine (0.61 g, 6.0 mmol) And 1-hydroxybenzotriazole (0.06 g, 0.4 mmol) Was added to a mixed solvent of chloroform (ammylene added product) (4 mL) and tetrahydrofuran (4 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.92 g, 4.8 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, Wash 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-fluoro-2-naphthylmethoxymethyl) isoxazole-3-carboxamide (Hereinafter referred to as present amide compound (257)) 0.06 g was obtained.

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; SUMITA, YUSUKE; (264 pag.)JP2015/51963; (2015); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

97-99-4,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.97-99-4,(Tetrahydrofuran-2-yl)methanol,as a common compound, the synthetic route is as follows.

Example 80A (R)-(tetrahydrofuran-2-yl)methyl 4-methylbenzenesulfonate To a solution of (R)-tetrahydrofurfuryl alcohol (Lancaster, 1.0 g, 9.8 mmol) in 5 mL of CH2Cl2 and 5 mL of pyridine was added p-toluenesulfonyl chloride (2.8 g, 14.7 mmol) in portions over 15 minutes. The mixture was stirred at ambient temperature for 3 hours and was quenched with 10 mL of saturated, aqueous NaHCO3. The layers were separated and the aqueous layer was extracted with three 5 mL portions of CH2Cl2. The combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to afford the title compound. MS (DCI/NH3) m/z 257 (M+H)+, 274 (M+NH4)+.

The synthetic route of 97-99-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ABBOTT LABORATORIES; US2008/242654; (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.97-99-4,(Tetrahydrofuran-2-yl)methanol,as a common compound, the synthetic route is as follows.

97-99-4, j00431j To a solution of (R)-1-(tetrahydrofuran-2- yl)-methanol (0.50 g, 4.9 mmol), and DIPEA (2.56 mL, 14.7 mmol) in methylene chloride (20 mL) at 0 C was added methanesulfonyl chloride (398 jiL, 5.14 mmol). After 1 h at 0 C, the reaction was stirred at room temp over night (16 h) then quenched with H20 (20 mL), extracted with DCM (3 x 30 mL). The combined organic layers were washed with H20, dried (Na2504) and concentrated to give 551 mg (62%) of crude product. This material was used for next step without purification.

97-99-4 (Tetrahydrofuran-2-yl)methanol 7360, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; CEPHALON, INC.; BECKNELL, Nadine, C.; DANDU, Reddeppa, Reddy; DORSEY, Bruce, D.; GOTCHEV, Dimitar, B.; HUDKINS, Robert, L.; WEINBERG, Linda; ZIFICSAK, Craig, A.; ZULLI, Allison, L.; (411 pag.)WO2016/205633; (2016); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem