Category: 123770-62-7

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.123770-62-7,Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

Reference Production Example 43 (0685) 60% Sodium hydride (2.45 g, 61.40 mmol) was added to dry N,N-dimethylformamide (40 ml) cooled to 0C, under a nitrogen atmosphere, and a dry N,N-dimethylformamide (30 ml) solution of ethyl 5-hydroxymethylisoxazole-3-carboxylate (7 g, 40.89 mmol) was added dropwise thereto over 15 minutes, and then the mixture was further stirred for 30 minutes. 2-Chlorobenzyl bromide (8.4 g, 40. 93 mmol) was added thereto, and the reaction mixture was heated to room temperature, and the mixture was stirred for 16 hours. The reaction mixture was poured into a saturated aqueous ammonium chloride solution, and the mixture was extracted twice with ethyl acetate. The organic layer was washed with water and saturated saline water, and then dried over anhydrous sodium sulfate. The solvent was concentrated under reduced pressure, and then the residue was applied to a silica gel column chromatography to obtain 3.9 g of ethyl 5-(2-chlorobenzyloxymethyl)isoxazole-3-carboxylate represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 7.48 (d, 1H), 7.38(d, 1H), 7.31-7.23 (m, 2H), 6.73 (s, 1H), 4.75 (s, 2H), 4.71(s, 2H), 4.45(q, 2H), 1. 42 (t, 3H)

123770-62-7, As the paragraph descriping shows that 123770-62-7 is playing an increasingly important role.

Reference£º
Patent; Sumitomo Chemical Company, Limited; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

123770-62-7, Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate (50.0 mg, 0.29 mmol) in DCM (2 mL) was added diethylaminosulfur trifluoride (70.6 mg, 0.06 ml, 0.44 mmol). The mixture was stirred at 40 C for 1 hour. Water (3 mL) was added and the mixture was extracted with ethyl acetate (5 mLchi3). The combined organic layers were washed with brine (5 mL), dried over Na2S04and concentrated. The crude mixture was purified by flash chromatography with heptane:ethyl acetate = 1 :0 to 0:1 to give ethyl 5- (fluoromethyl)isoxazole-3-carboxylate (41 .0 mg).

123770-62-7, The synthetic route of 123770-62-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; H. LUNDBECK A/S; KEHLER, Jan; JUHL, Karsten; MARIGO, Mauro; VITAL, Paulo, Jorge, Vieira; JESSING, Mikkel; LANGGARD, Morten; RASMUSSEN, Lars, Kyhn; CLEMENTSON, Carl, Martin, Sebastian; (270 pag.)WO2018/7249; (2018); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.123770-62-7,Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

INTERMEDIATE 6 – PREPARATION OF Ethyl 5-(bromomethyl)isoxazole-3-carboxylate.; Method 1 Carbon tetrabromide (5.44 g; 16.39 mmol) was added to the solution of triphenylphosphine (4.34 g, 16.39 mmol) in THF (50 mL) and the resulting mixture was stirred at room temperature for 15 min. To this green suspension was added a solution of ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate (1.87 g, 10.93 mmol) in THF (10 mL) and the resulting reaction mixture was stirred overnight at room temperature. The solid material was removed by filtration. The filtrate was concentrated under reduced pressure and the residue was purified by flash chromatography on silica gel (eluent: 15 to 100% dichloromethane in heptane) to afford 1.73 g (68 %) of ethyl 5-(bromomethyl)isoxazole-3- carboxylate as a solid.

123770-62-7, 123770-62-7 Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate 8027233, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN, K.U. LEUVEN R&;D; reMYND; GRIFFIOEN, Gerard; VAN DOOREN, Tom; ROJAS DE LA PARRA, Veronica; MARCHAND, Arnaud; ALLASIA, Sara; KILONDA, Amuri; CHALTIN, Patrick; WO2010/142801; (2010); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

123770-62-7, Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of ethyl chlorooximidoacetate (15 g, 0.1 mol) in CH2Cl2 is added dropwise over 4 h to propargyl alcohol (29 mL, 0.5 mol) and Et3N (14 mL, 0.1 mmol) in 200 mL CH2Cl2. When the addition is complete, the reaction mixture is concentrated and triturated with Et2O. The solid is filtered and the organics are concentrated again. The remaining oil is chromatographed over silica gel (EtOAc/Hex:20/80) to give ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate an oil. The remaining propargyl alcohol is removed by azeotroping from n-heptane to yield 11.7 g (69% yield). 1H NMR (400 MHz, CDCl3) delta 6.69, 4.84, 4.44, 1.42. To a solution of ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate (4.0 g, 23 mmol) and TBSCl (3.7 g, 25 mmol) in DMF is added Et3N (3.4 mL, 24 mmol) dropwise over 20 minutes. The reaction is allowed to stir for 30 minutes after which it is diluted with EtOAc (300 mL), washed with 1 M HCl (3¡Á100 mL), 5% CuSO4 (2¡Á50 mL) and concentrated in vacuo to yield 6.91 g (>100% yield) of oily material with visible TBS impurities by NMR. 1H NMR (400 MHz, CDCl3) delta 6.49, 4.69, 4.31, 1.30, 0.80, 0.02. A mixture of ethyl-5-({[tert-butyl(dimethylsilyl)]oxy}methyl)isoxazole-3-carboxylate (1.68 g, 5.9 mmol) and hydrazine hydrate (044 g, 8.8 mmol) in ethanol (30 mL) is heated to 60 C. for 4 h. The mixture is cooled to RT and the solvents are removed in vacuo to yield 1.40 g (87% yield) of orange crystals. 1H NMR (400 MHz, DMSO-d6) delta 9.95, 6.61, 4.74, 4.51, 0.79. A mixture of 5-({[tert-butyl(dimethyl)silyl]oxy}methyl)isoxazole-3-carbohydrazide (1.32 g, 4.9 mmol) in concentrated hydrochloric acid (40 mL) is cooled to 0 C., followed by a dropwise addition of aqueous NaNO2 (0.42 g, 6.1 mL), maintaining the temperature below 5 C. After 1 h, the yellow mixture is diluted with water (100 mL) and extracted with EtOAc (3¡Á50 mL). Organics are dried (MgSO4) and concentrated in vacuo to yield 0.93 g (>100% yield) of 5-(hydroxymethyl)isoxazole-3-carbonylazide as tan crystals. 1H NMR (400 MHz, DMSO-d6) delta 6.82, 4.64. Example 611 is obtained according to Method F. Yield 20%. MS (ESI) for C13H14BrN3O5 m/z 372 (M-H)-.

123770-62-7, The synthetic route of 123770-62-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Piotrowski, David W.; Rogers, Bruce N.; McWhorter JR., William W.; Walker, Daniel Patrick; Corbett, Jeffrey W.; Groppi JR., Vincent E.; Rudmann, Daniel G.; US2003/236287; (2003); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.123770-62-7,Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

Reference Production Example 195 (0838) Methanesulfonyl-chloride (5.42 mL, 38.90 mmol) was added to a chloroform solution (amylene addition product, 100 mL) of ethyl 5-hydroxymethylisoxazole-3-carboxylate (5.12 g, 29.92 mmol) and triethylamine (2.66 mL, 34.40 mmol) under ice-water cooling, and the mixture was stirred at room temperature or lower for 2 hours. Then, the mixture was poured into ice water, and extracted twice with chloroform. The organic layer was washed with saturated saline water, dried over magnesium sulfate and then concentrated under reduced pressure, and the residue was applied to a silica gel column chromatography to obtain 6.02 g of ethyl 5-methanesulfonyloxymethylisoxazole-3-carboxylate represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.43(3H, t)3.09(3H, s), 4.46(2H, q), 5.36(2H, s), 6.87(1H, s)., 123770-62-7

The synthetic route of 123770-62-7 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;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

123770-62-7, Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of sodium hydroxide in water (2M; 50 mL) was added to a mixture of ethyl 5- (hydroxymethyl)isoxazole-3-carboxylate (8.67 g; 50.66 mmol) in ethanol (30 mL) and stirredvigorously for 2 hours. The solution was concentrated under reduced pressure, diluted in water and extracted with dichloromethane. The aqueous layer was acidified to pH 1 with hydrochloric acid 6N and extracted several times with ethyl acetate. The organic layer was dried and concentrated under reduced pressure to yield 5.43 g (75%) of 5-(hydroxymethyl)isoxazole-3-carboxylic acid as a white solid.

123770-62-7, 123770-62-7 Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate 8027233, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; REMYND N.V.; KATHOLIEKE UNIVERSITEIT LEUVEN; GRIFFIOEN, Johan, Gerard; PRINCEN, Katrien; VAN DOOREN, Tom, Francois, L.; MARCHAND, Arnaud, Didier, Marie; KILONDA, Amuri; ALLASIA, Sara; CHALTIN, Patrick; (56 pag.)WO2018/206760; (2018); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

123770-62-7, Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Production Example 130 (0772) A solution obtained by adding ethyl 5-hydroxymethylisoxazole-3-carboxylate (7 g, 40.89 mmol) and 2-chlorophenol (4.59 mL, 44.98 mmol) to dehydrated tetrahydrofuran (70 ml) was cooled to 0C. Triphenylphosphine (11.47 mL, 81.78 mmol), triethylamine (11.47 mL, 81.78 mmol) and diisopropyl azodicarboxylate (12.33 g, 61.33 mmol) were added thereto, under a nitrogen atmosphere. The reaction mixture was heated to room temperature and stirred for 2 hours, then poured into water, and the mixture was extracted twice with ethyl acetate. The organic layer was washed with water and 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 5.5 g of ethyl 5-(2-chlorophenoxymethyl)isoxazole-3-carboxylate represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 7.40 (d, 1H), 7.22(t, 1H), 6.97(m, 2H), 6.81 (s, 1H), 5.27 (s, 2H), 4.50(q, 2H), 1.42(t, 3H)

123770-62-7, As the paragraph descriping shows that 123770-62-7 is playing an increasingly important role.

Reference£º
Patent; Sumitomo Chemical Company, Limited; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

123770-62-7, Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

INTERMEDIATE 5 – PREPARATION OF 5-(Hydroxymethyl)isoxazole-3-carboxylic acid. ; The mixture of Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate (1.5 g; 8.76 mmol) and 1 M sodium hydroxide (18 ml 18 mmol) was stirred at room temperature for 3.5 h. Brine (40 mL) was added and the pH of the solution was adjusted to 2 by addition of 6N hydrochloric acid. The acidic solution was extracted with 8X60 mL of ethyl acetate. Organic extracts were dried over magnesium sulfate. Evaporation of the solvent produced 1.20 g (95%) of 5-(hydroxymethyl)isoxazole-3-carboxylic acid as a white solid which was used without further purification., 123770-62-7

As the paragraph descriping shows that 123770-62-7 is playing an increasingly important role.

Reference£º
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN, K.U. LEUVEN R&;D; reMYND; GRIFFIOEN, Gerard; VAN DOOREN, Tom; ROJAS DE LA PARRA, Veronica; MARCHAND, Arnaud; ALLASIA, Sara; KILONDA, Amuri; CHALTIN, Patrick; WO2010/142801; (2010); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.123770-62-7,Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

6.5. tert-Butyl 2-(3-carbamoylisoxazol-5-ylmethoxycarbonylamino)-6-azaspiro[3.4]octane-6-carboxylate A solution of 0.304 g (1.51 mmol) of 4-nitrophenyl chloroformate dissolved in 5 mL of 1,2-dichloroethane is added dropwise to a solution containing 0.284 g (1.66 mmol) of ethyl 5-hydroxymethylisoxazole-3-carboxylate and 0.39 g (3.02 mmol) of N,N-diisopropylethylamine in 10 mL of 1,2-dichloroethane, cooled to about 0 C. Stirring is continued at 0 C. for 1 hour and then at room temperature for 1 hour. 0.39 g (3.02 mmol) of N,N-diisopropylethylamine and then 0.34 g (1.51 mmol) of tert-butyl 2-amino-6-azaspiro[3.4]octane-6-carboxylate, prepared in step 6.4., are added. The reaction medium is stirred at 70 C. for 4 hours. It is allowed to cool to room temperature. Water is added to the reaction medium, the aqueous phase is separated out and extracted several times with dichloromethane, the combined organic phases are washed with aqueous sodium hydroxide solution (1N) and then with saturated aqueous ammonium chloride solution and dried over sodium sulfate, and the filtrate is concentrated under reduced pressure. 0.44 g of pure product is thus obtained in the form of an orange oil, which is used without further purification in the following step. LC-MS: M+H=424 1H NMR (DMSO) delta (ppm): 7.80 (broad s, 1H); 6.90 (s, 1H); 5.20 (s, 2H); 4.40 (q, 2H) 4.00 (m, 1H); 3.40-3.10 (m, 4H); 2.30 (m, 2H); 2.00-1.70 (m, 4H); 1.40 (s, 9H); 1.30 (t, 3H)., 123770-62-7

As the paragraph descriping shows that 123770-62-7 is playing an increasingly important role.

Reference£º
Patent; SANOFI; US2011/319381; (2011); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.123770-62-7,Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

Reference Production Example 293 (0936) Ethyl 5-hydroxymethylisoxazole-3-carboxylate (0.86 g, 5.0 mmol) was added to dry tetrahydrofuran (25 ml), under a nitrogen atmosphere, and the mixture was cooled to 0C. 60% sodium hydride (0.40 g, 10.0 mmol) was added thereto, and the mixture was further stirred for 30 minutes. 2-Methoxybenzyl chloride (0.94 g, 6.0 mmol) was added thereto, and the reaction solution was heated to room temperature, and then the mixture was stirred for 16 hours. The reaction mixture was poured into a saturated aqueous ammonium chloride solution, and the mixture was extracted twice with ethyl acetate. The organic layer was washed with water and saturated saline water, and then dried over sodium sulfate. The solvent was concentrated under reduced pressure, then the residue was added to ethanol (25 mL), and 2 N sodium hydroxide (15 mL) was added thereto, and then the mixture was stirred at room temperature for 16 hours. Thereafter, the resulting mixture was concentrated under reduced pressure. Dilute hydrochloric acid was added to the reaction mixture, the mixture was cooled to 0C, and the precipitated solid was filtered. The solid was dried under reduced pressure to obtain 1.15 g of 5-(2-methoxybenzyloxymethyl)isoxazole-3-carboxylic acid represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)) : 7.28-7.35(m, 2H), 6.87-6.97(m, 2H), 6.74(s, 1H), 4.71(s, 2H), 4.65(s, 2H).3.83(s, 3H), 123770-62-7

As the paragraph descriping shows that 123770-62-7 is playing an increasingly important role.

Reference£º
Patent; Sumitomo Chemical Company, Limited; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem