Tag: 184950-35-4

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

(Z)-2-Fluoro-2-nonoic acid (0.97 g, 5.5 mmol) and tetrahydrofuran-3-ylmethylamine hydrochloride (0.92 g, 6.7 mmol) were added to N,N-dimethylformamide (15 mL). To the mixture solution was added triethylamine (1.45 g, 14.3 mmol) under ice cooling, then, benzotriazol-1-yloxy-tris(dimethylamino)phosphonium salt (3.20 g, 7.2 mmol) was added. The mixture was stirred under ice cooling for 1 hour, then stirred at room temperature for 12 hours, and thereafter, the reaction solution was added to a mixture of 20 mL of 5% of hydrochloric acid and 50 mL of ice water, and the mixture was extracted twice with 100 mL of ethyl acetate. The ethyl acetate layers were combined, and washed with 50 mL of a saturated sodium bicarbonate solution, followed by 50 mL of a saturated salt solution. Thereafter, the organic layer was dried over magnesium sulfate and was concentrated under reduced pressure conditions, and the residue was applied to a silica gel column chromatography, to obtain 0.73 g of (Z)-N-(tetrahydrofuran-3-ylmethyl)-2-fluoro-2-nonenamide (hereinafter, described as Compound (7) of the present invention) represented by the following formula.1H-NMR (CDCl3, TMS) delta (ppm) : 0.88 (t, 3H), 1.24-1.36 (m, 6H), 1.40-1.47 (m, 2H), 1.61-1.68 (m, 1H), 2.02-2.10 (m, 1H), 2.20 (ddd, 2H), 2.48-2.58 (m, 1H), 3.32-3.42 (m, 2H), 3.56 (dd, 1H), 3.75 (dd, 1H), 3.83 (dd, 1H), 3.90 (td, 1H), 6.10 (dt, 1H), 6.35 (br s, 1H)

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; IHARA, Hideki; AWANO, Tomotsugu; OHSHITA, Jun; MATSUO, Noritada; EP2813493; (2014); 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 – [(2-naphthylmethyl) thiomethyl] isoxazole-3-carboxylic acid chloride ( In ethyl acetate solution (30 mL) Tetrahydrofuran-3-ylmethylamine hydrochloride (1.00 g, 7.26 mmol) And 1 mol / L sodium hydroxide aqueous solution (16 mL) Were simultaneously added at room temperature. After vigorously stirring at room temperature for 1 hour, 1 mol / L sodium hydroxide aqueous solution was added. The separated organic layer was washed successively with water and saturated brine, After drying over anhydrous magnesium 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 – [(2-naphthylmethyl) thiomethyl] isoxazole-3-carboxamide (Hereinafter referred to as present amide compound (253)) 480 mg was obtained.

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 1 (0210) (Tetrahydrofuran-3-yl)methylamine hydrochloride (240 mg) and a 1 mol/L aqueous sodium hydroxide solution (5 mL) were simultaneously added to a solution of 5-(1-naphthyloxymethyl) pyridine-2-carboxylic acid chloride (<0.68 mmol) in toluene (10 mL) obtained in Reference Production Example 4, and the mixture was vigorously stirred at room temperature for 20 minutes, and then extracted with ethyl acetate. The organic layer was sequentially washed with 1 mol/L hydrochloric acid and a saturated saline solution, then dried over sodium sulfate, and concentrated under reduced pressure conditions. The residue was applied to a silica gel column chromatography to obtain 208 mg of N-(tetrahydrofuran-3-ylmethyl)-5-(1-naphthyloxymethyl)pyrid ine-2-carboxylic acid amide (hereinafter, referred to as Compound of the Present Invention (1).) represented by the following formula. Compound of the Present Invention (1) (0211) 1H-NMR (CDCl3, TMS) delta(ppm): 1.68-1.78 (m, 1H), 2.06-2.16 (m, 1H), 2.59-2.68 (m, 1H), 3.50-3.55 (m, 2H), 3.61-3.67 (m, 1H), 3.75-3.82 (m, 1H), 3.87-3.96 (m, 2H), 5.35 (s, 2H), 6.87-6.91 (m, 1H), 7.36-7.41 (m, 1H), 7.48-7.55 (m, 3H), 7.81-7.85 (m, 1H), 8.02-8.05 (m, 1H), 8.21 (br s, 1H), 8.25-8.32 (m, 2H), 8.72-8.7 5(m, 1H). As the paragraph descriping shows that 184950-35-4 is playing an increasingly important role. Reference£º
Patent; Sumitomo Chemical Company, Limited; AWASAGUCHI, Kenichiro; (20 pag.)US2017/144995; (2017); 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- (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) Was added to chloroform (amylene added product) (5 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.46 g, 2.4 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- (3-phenylpropyl) isoxazole-3-carboxamide (Hereinafter referred to as amide compound (22)) 0.49 g.

184950-35-4 (Tetrahydrofuran-3-yl)methanamine hydrochloride 17750392, aTetrahydrofurans compound, is more and more widely used in various.

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 139 (0459) 5-(4-Phenoxybutyl)isoxazole-3-carboxylic acid (0.52 g, 2.0 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.33 g, 2.4 mmol), triethylamine (0.25 g, 2.4 mmol) and 1-hydroxybenzotriazole (0.03 g, 0.24 mmol) were added to chloroform (amylene addition product) (5 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.46g, 2. 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 0.51 g of N-(tetrahydrofuran-3-ylmethyl)-5-(4-phenoxybutyl)isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (146)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.66-1.69(1H, m), 1.83-1.98(4H, m), 2.08-2.11(1H, m), 2.54-2.61(1H, m), 2.89(2H, t), 3.44-3.47(2H, m), 3.59(1H, dd), 3.77(1H, dd), 3.84-3. 94 (2H, m), 3.99(2H, t), 6.48(1H, s), 6.89(2H, ddd), 6.95(2H, dq), 7.27-7.31(2H, m)

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

5- (3-fluoro-4-methoxybenzyloxymethyl) isoxazole-3-carboxylic acid (1.10 g, 3.9 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.81 g, 5.9 mmol), Triethylamine (0.82 mL, 5.9 mmol) And 1-hydroxybenzotriazole (0.05 g, 0.4 mmol) Was added to chloroform (amylene added product) (10 mL). To the mixture, 1 – ethyl – 3- (3 – dimethylaminopropyl) carbodiimide hydrochloride (0.90 g, 4.7 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-fluoro-4-methoxyxybenzyloxymethyl) isoxazole-3-carboxamide (Hereinafter referred to as present amide compound (277)) 0.38 g was obtained.

184950-35-4 (Tetrahydrofuran-3-yl)methanamine hydrochloride 17750392, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; SUMITA, YUSUKE; (264 pag.)JP2015/51963; (2015); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem