Category: 184950-35-4

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.,184950-35-4

1-methyl-5-propoxy-1 H-pyrazole-3-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) were added to chloroform (amylene addition 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-5-propoxy-1 H-pyrazole-3-carboxamide (Hereinafter referred to as the present amide compound (7)).1.62 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

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.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

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

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 264 (0585) 5-(4-Methyl-2,3,5,6-tetrafluorobenzyloxymethyl)isoxaz ole-3-carboxylic acid (0.29 g, 0.9 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.21 g, 1.5 mmol), triethylamine (0.15 g, 1.5 mmol) and 1-hydroxybenzotriazole (0.01 g, 0.1 mmol) were added to chloroform (amylene addition product) (2.5 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.23 g, 1.2 mmol) was added to the mixture at room temperature, and the mixture was stirred at room temperature 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 0.06 g of N-(tetrahydrofuran-3-ylmethyl)-5-(4-methyl-2,3,5,6-tetraflu orobenzyloxymethyl)isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (273)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 1.63-1.74 (1H, m), 2.04-2.15 (1H, m), 2.29(3H, s), 2.53-2.65 (1H, m), 3.47(2H, t), 3.61 (1H, dd), 3.74-3.82(1H, m), 3.84-3.97(2H, m), 4.68(2H, s), 4.71 (2H, s), 6.76 (1H, s), 7.01 (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.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.,184950-35-4

Tetrahydrofuran-3-ylmethylamine hydrochloride (0.22 g, 1.60 mmol) And triethylamine (0.16 g, 1.60 mmol) Was added to chloroform (amylene added product) (8 mL). To the mixture, 5- (5-phenylfurfuryl) oxymethylisoxazole-3-carboxylic acid (0.40 g, 1.34 mmol) at room temperature, 1-Hydroxybenzotriazole (0.02 g, 0.13 mmol) And 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.31 g, 1.60 mmol) were added, After stirring for 3 hours, Dilute hydrochloric acid was added, It was extracted twice with chloroform. The organic layer was washed with saturated sodium bicarbonate water, And concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, The following equationIndicated by N- (tetrahydrofuran-3-ylmethyl) -5- (5-phenylfurfuryl) oxymethyl isoxazole-3-carboxamide (Hereinafter referred to as the present amide compound (12 4)) 0.35 g was obtained.

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

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 (0.20 g, 1.20 mmol) And triethylamine (0.12 g, 1.20 mmol) Was added to chloroform (amylene added product) (4 mL). To the mixture, Butyl-2H-1,2,3-triazole-4-carboxylic acid (0.17 g, 1.00 mmol) at room temperature, 1-Hydroxybenzotriazole (0.01 g, 0.10 mmol) And 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.23 g, 1.20 mmol) After stirring for 3 hours, Dilute hydrochloric acid was added, It was extracted twice with chloroform. The organic layer was washed with saturated sodium bicarbonate water, The filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, Represented by the following equation N- (Tetrahydrofuran-3-ylmethyl) -2-butyl-2H-1,2,3-triazole-4-carboxamide (Hereinafter referred to as the present amide compound (55))0.11 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

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 235 (0556) 4-Chloro-3-(2-naphthylmethoxymethyl)-1-methyl-1H-pyra zole-5-carboxylic acid (0.72 g, 2.2 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.36 g, 2.6 mmol), triethylamine (0.27 g, 2.6 mmol) and 1-hydroxybenzotriazole (0.04 g, 0.26 mmol) were added to chloroform (amylene addition product) (5.4 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.50 g, 2.6 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 N-(tetrahydrofuran-3-ylmethyl)-4-chloro-3-(2-naphthylmethox ymethyl)-1-methyl-1H-pyrazole-5-carboxamide (hereinafter, referred to as Compound of Present Invention (244)) in the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.64-1.72(1H, m), 2.01-2.08(1H, m), 2.55-2.61(1H, m), 3.36-3.49 (2H, m), 3.59(1H, dd), 3.77(1H, q), 3.83-3.94(5H, dd), 4.59(2H, s), 4.65(2H, s), 6.89(1H, br.s), 7.41-7.44(1H, m), 7.47-7.51(2H, m), 7.77-7.85(4H, 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