Day: November 13, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.165253-29-2,3-(Bromomethyl)tetrahydrofuran,as a common compound, the synthetic route is as follows.

Step 3: 3-((4-Bromo-3,5-dimethylphenoxy)methyl)tetrahydrofuran To a solution of 4-bromo-3,5-dimethylphenol (1.5 g) and K2CO3 (3.2 g) in N,N-dimethylformamide (12 mL) is added 3-(bromomethyl)tetrahydrofuran (3.6 g). The mixture is stirred for 16 hours at 80¡ã C. and then partitioned between water and ethyl acetate. The organic phase is washed with brine and dried (MgSO4). The solvent is evaporated and the residue is chromatographed on silica gel (cyclohexane/ethyl acetate 99:1?70:30) to give the title compound. Yield: 1.72 g; LC (method 1): tR=1.37 min; Mass spectrum (ESI+): m/z=285 [M+H]+., 165253-29-2

As the paragraph descriping shows that 165253-29-2 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

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 51 (0366) Tetrahydrofuran-3-ylmethylamine hydrochloride (0.38 g, 2.75 mmol) and triethylamine (0.28 g, 2.75 mmol) were added to chloroform (amylene addition product) (8 mL). 2-Butyl-2H-tetrazole-5-carboxylic acid (0.39 g, 2.29 mmol), 1-hydroxybenzotriazole (0.03 g, 0.23 mmol) and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.53g, 2. 75 mmol) were added to the mixture at room temperature, and the mixture was stirred overnight. Then, dilute hydrochloric acid was added thereto, and the mixture was extracted twice with chloroform. The organic layer was washed with a saturated aqueous sodium bicarbonate solution, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 0.51 g of N-(tetrahydrofuran-3-ylmethyl)-2-butyl-2H-tetrazole-5-carbo xamide (hereinafter, referred to as Compound of Present Invention (56)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):0.97(3H, t), 1.32-1.41(2H, m), 1.66-1.75(1H, m), 2.01-2.13(3H, m), 2.58-2.68(1H, m), 3.53-3.56(2H, m), 3.61-3.64(1H, m), 3.75-3.80(1H, m), 3.85-3.96(2H, m), 4.69(2H, t), 7.31(1H, br s)

184950-35-4, 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; 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.19311-37-6,3-Bromotetrahydrofuran,as a common compound, the synthetic route is as follows.

Example 57: 5-methyl-2-{3-i4-(methylsulfonyl)phenoxy1-5-(tetrahvdrofuran- 3-yloxy)phenyl}pyrimidin-4(3H)-oneA mixture of 5-(4-(4-methoxybenzyloxy)-5-methylpyrimidin-2-yl)benzene-1 ,3- diol (125 mg, 0.369 mmol), 3-bromotetrahydrofuran (55 mg, 0.369 mmol) and potassium carbonate (102 mg, 0.738 mmol) in N,N-dimethylformamide (1 ml_) was stirred at 80C overnight. The reaction mixture was cooled to room temperature. 4-Fluorophenylmethylsulfone (65 mg, 0.369 mmol) and additional potassium carbonate (102 mg, 0.738 mmol) were then added to the reaction. The reaction mixture was stirred at 80C for 2 days. The cooled reaction mixture was treated with trifluoroacetic acid (0.75 ml_) for 3 hours, then diluted with EtOAc and washed with saturated aqueous sodium bicarbonate solution, dried over sodium sulfate and purified by HPLC to afford the title compound (11.3 mg, 19%). MS (M+1): 443.1. Column:Waters Atlantis C184.6mm x 50 mm, 5 muetaeta; Modifier: TFA 0.05%; Gradient: 95% H20 / 5% MeCN linear to 5% H20 / 95% MeCN over 4.0 minutes HOLD at 5% H20 / 95% MeCN to 5.0 minutes. Flow: 2.0 mL / min.; RT: 2.43 min., 19311-37-6

As the paragraph descriping shows that 19311-37-6 is playing an increasingly important role.

Reference£º
Patent; PFIZER INC.; ASPNES, Gary Erik; DIDIUK, Mary Theresa; GUZMAN-PEREZ, Angel; MAGUIRE, Robert John; WO2011/158149; (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.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

Production Example 250 (0571) 5-(2,5-Difluorobenzyloxymethyl)isoxazole-3-carboxylic acid (0.54 g, 2.0 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.41 g, 3.0 mmol), triethylamine (0.30 g, 3.0 mmol) and 1-hydroxybenzotriazole (0.03 g, 0.2 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 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 0.17 g of N-(tetrahydrofuran-3-ylmethyl)-5-(2,5-difluorobenzyloxymeth yl)isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (259)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 1.63-1.73 (1H, m), 2.05-2.14 (1H, m), 2.53-2.64 (1H, m), 3.47(2H, t), 3.59 (1H, dd), 3.73-3.80 (1H, m), 3.83-3.95(2H, m), 4.65(2H, s), 4.71(2H, s), 6.76(1H, s), 6.95(1H, br s), 6.95-7.06(2H, m), 7.12-7.17(1H, m)

184950-35-4, 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; 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

Tetrahydrofuran-3-ylmethylamine hydrochloride (0.65 g, 4.70 mmol) and triethylamine (0.48 g, 4.70 mmol) Was added to chloroform (amylene added product) (20 mL). To the mixture, 5- (3-bromopropyl) isoxazole-3-carboxylic acid (1.00 g, 4.27 mmol) at room temperature, 1-Hydroxybenzotriazole (0.06 g, 0.43 mmol) And 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.98 g, 5.13 mmol) After stirring overnight, Dilute hydrochloric acid was added, It was extracted twice with chloroform. The organic layer was washed with saturated sodium bicarbonate water, After drying over anhydrous magnesium 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-bromopropyl) isoxazole-3-carboxamide (Hereinafter referred to as the amide compound (248)) 0. 91 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

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.

a) Preparation of Acid Chloride7.8 gms of tetrahydrofuroic acid and 50 ml toluene were charged in a dry flask under nitrogen. 8.7 gms of thionyl chloride were added dropwise at 25-30 C. The reaction mass was stirred for 1 hour., 16874-33-2

The synthetic route of 16874-33-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CIPLA LIMITED; US2010/256370; (2010); 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 144 (0464) 5-(1-Fluorobutyl)isoxazole-3-carboxylic acid (120 mg, 0.64 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (114 mg, 0.83 mmol), triethylamine (0.23 mL, 1.65 mmol) and 1-hydroxybenzotriazole (9 mg, 0.06 mmol) were added to chloroform (amylene addition product) (3 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (160 mg, 0.83 mmol) was added to the mixture at room temperature, and the mixture was stirred overnight and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 166 mg of N-(tetrahydrofuran-3-ylmethyl)-5-(1-fluorobutyl)isoxazole-3 -carboxamide (hereinafter, referred to as Compound of Present Invention (151)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.00(t, 3H), 1.43-1.56(m, 2H), 1.63-1.72(m, 1H), 1.87-2.15(m, 3H), 2.54-2.63(m, 1H), 3.45-3.50(m, 2H), 3.59(dd, 1H), 3.73-3.80(m, 1H), 3.83-3.95(m, 2H), 5.59(ddd, 1H), 6.75-6.77(m, 1H), 6.94(brs, 1H), 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.104227-71-6,(S)-tert-Butyl (5-oxotetrahydrofuran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

REFERENTIAL EXAMPLE 195 tert-Butyl (3S,4S)-4-azido-5-oxotetrahydro-3-furanylcarbamate: 1 M Lithium bis(trimethylsilyl)amide (tetrahydrofuran solution, 8.65 ml) was added dropwise to a solution of the compound (0.87 g) obtained in Referential Example 194 in tetrahydrofuran (20 ml) at -78 C., and the mixture was stirred for 30 minutes. After a solution of p-toluenesulfonylazide (1.02 g) in tetrahydrofuran (10 ml) was then added, and the mixture was stirred for 5 minutes, trimethylchlorosilane (1.7 ml) was added, and the mixture was stirred for 2 hours while the temperature of the system was gradually raised to room temperature. The reaction mixture was diluted with diethyl ether, washed with 10% hydrochloric acid, a 5% saturated aqueous solution of sodium hydrogencarbonate and saturated aqueous solution of sodium chloride, and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The resultant residue was purified by column chromatagraphy on silica gel (hexane:ethyl acetate=4:1) to obtain the title compound (0.62 g). 1H-NMR (CDCl3) delta: 1.46(9H,s), 4.09(1H,dt,J=15.3, 7.6 Hz), 4.12-4.23(1H,m), 4.37-4.50(1H,m), 4.54(1H,dd,J=9.0, 7.6 Hz), 4.81-4.90(1H,m)

104227-71-6, As the paragraph descriping shows that 104227-71-6 is playing an increasingly important role.

Reference£º
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; US2005/20645; (2005); 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.

1-methyl-3-pentyl-1 H-pyrazole-5-carboxylic acid (1.82 g, 10 mmol) Tetrahydrofuran-3-ylmethylamine hydrochloride (1.38 g, 10 mmol), Triethylamine (1.01 g, 10 mmol) And 1-hydroxybenzotriazole (0.15 g, 1.0 mmol) Was added to chloroform (amylene added product) (60 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (1.92 g, 10 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) -1-methyl-3-pentyl-1 H-pyrazole-5-carboxamide (Hereinafter referred to as present amide compound (5)) 2.61 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

16874-33-2, Tetrahydrofuran-2-carboxylic acid is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A. 2-Tetrahydrofuroyl Chloride 2-Tetrahydrofuroic acid (413.5 mL, 500.0 g) was added to dimethylformamide (1.5 mL) and this was cooled to 15 C. under N2. After purging the reaction vessel with nitrogen for 15 minutes, oxalyl chloride (469.5 mL, 683.1 g) was added dropwise to maintain the temperature at less than 25 C. This required from 3.75 to 5 hours. The crude product was distilled at 65 C. with a vacuum of 2 mm. The reaction mixture was distilled over 40 minutes. An average yield of 548.3 g of the title A product was isolated., 16874-33-2

The synthetic route of 16874-33-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bracco International B.V.; US5614638; (1997); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem