Category: 108655-63-6

Park, No Sang et al. published their research in Yakhak Hoechi in 1990 | CAS: 108655-63-6

3-(Trifluoromethyl)isoxazol-5-amine (cas: 108655-63-6) belongs to isoxazole derivatives. Isoxazoles present in various natural products and synthetic compounds of biological importance like antibacterial, antagonists, antiinflammatory, analgesics, and also show the applications in functional materials. The electrophilic cyclization of various 2-alkynone O-methyl oximes with a wide range of substrates such as ICl, I2, Br2, PhSeBr, etc. provides a variety of 3,4,5-trisubstituted isoxazoles in good to excellent yields.Application In Synthesis of 3-(Trifluoromethyl)isoxazol-5-amine

Development of antiinflammatory agents. I. Isoxazole derivatives was written by Park, No Sang;Kim, Hyun Sook;Min, Changhee;Choi, Joong Kwon. And the article was included in Yakhak Hoechi in 1990.Application In Synthesis of 3-(Trifluoromethyl)isoxazol-5-amine This article mentions the following:

3-Substituted 5-aminoisoxazole-4-carboxylates I (R = CF3, CHF2, Ph, 4-MeOC6H4, 2-, 3-, or 4-R1C6H4; R1 = F, Cl, CF3, NO2; R2 = Me) were prepared by the reaction of corresponding bromoaldoximes with cyanoacetate. I (R = CF3, R2 = Me) (II) was acylated with various aminopyridine derivatives to afford diamides. The ester group of II was hydrolyzed and decarboxylated easily to give 3-trifluoromethyl-5-aminoisoxazole. The aminoisooxazole was also converted to amides. The synthesized compounds were tested for antiinflammatory activities. In the experiment, the researchers used many compounds, for example, 3-(Trifluoromethyl)isoxazol-5-amine (cas: 108655-63-6Application In Synthesis of 3-(Trifluoromethyl)isoxazol-5-amine).

3-(Trifluoromethyl)isoxazol-5-amine (cas: 108655-63-6) belongs to isoxazole derivatives. Isoxazoles present in various natural products and synthetic compounds of biological importance like antibacterial, antagonists, antiinflammatory, analgesics, and also show the applications in functional materials. The electrophilic cyclization of various 2-alkynone O-methyl oximes with a wide range of substrates such as ICl, I2, Br2, PhSeBr, etc. provides a variety of 3,4,5-trisubstituted isoxazoles in good to excellent yields.Application In Synthesis of 3-(Trifluoromethyl)isoxazol-5-amine

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Some tips on 108655-63-6

108655-63-6 3-(Trifluoromethyl)isoxazol-5-amine 13913996, aIsoxazoles compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108655-63-6,3-(Trifluoromethyl)isoxazol-5-amine,as a common compound, the synthetic route is as follows.

To a solution of 3- (trifluoromethyl) isoxazol-5-amine (0.047 g, 0. 308, mmol) in DMF (6.0 ml) is added NaH 60% dispersion in mineral oil (0.012 g, 0.308 mmol). After stirring the mixture at RT for 15 min phenyl 4-ETHOXY-2- (1, 3-oxazol-2-yl) phenylcarbamate (0.1 g, 0.308 mmol) is added and the reaction mixture is heated at 50oC FOR 30 MIN. The mixture is neutralized with 0. 1M HCl, extracted with EtOAc, and the combined organic layers are dried (MGS04), filtered, and concentrated under vacuum. The residue is purified by silica gel chromatography (40% EtOAc/heptane) followed by the trituration with CH2C12/HEPTANE to afford Example 17 as a white solid 0.103 g (87%). HRMS (ESI) calcd for C16HL3N404F3+H 383.0967, found 383.0961., 108655-63-6

108655-63-6 3-(Trifluoromethyl)isoxazol-5-amine 13913996, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/85433; (2004); A2;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

Simple exploration of 108655-63-6

108655-63-6 3-(Trifluoromethyl)isoxazol-5-amine 13913996, aIsoxazoles compound, is more and more widely used in various fields.

108655-63-6, 3-(Trifluoromethyl)isoxazol-5-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Pyridine (5.4 mL, 0.067 mol) is added dropwise to 5-chloro-2,4-dimethoxyaniline (10.45 g, 0.056 mol) and phenyl chloroformate (8.4 mL, 0.067 mol) in CH2Cl2 (500 mL) at 0 C. The reaction is stirred for 1.5 h and diluted with 0.1M HCl (100 mL). The organics are separated, washed w/5% NaHCO3 (100 mL) and brine (150 mL), dried (MgSO4), and the solvent is removed. The resulting solid is recrystallized (EtOAc/hexanes) to give phenyl 5-chloro-2,4-dimethoxyphenylcarbamate (16.72 g, 97% yield) as a purple solid. Sodium hydride(1.82 g, 0.046 mol, 60% oil disp.) is added to 3-(trifluoromethyl)isoxazole-5-amine (6.93 g, 0.046 mol) in DMF (350 mL) at RT. After 0.5 h, a DMF solution (100 mL) of phenyl 5-chloro-2,4-dimethoxyphenylcarbamate (14.0 g, 0.046 mol) is added and the reaction warmed to RT. The reaction is heated at 50 C. for 1 h, cooled to RT and the solvent is removed. The residue is dissolved in EtOAc (150 mL), washed with 1M HCl (150 mL), H2O (150 mL), and brine (150 mL). The organics are separated, dried (MgSO4) and the solvent is removed under reduced pressure. The dark solid is dissolved in EtOH (500 mL) and stirred with Darco activated carbon (15) for 4 h. The mixture is filtered over Celite and the solvent is removed to give a solid, which is recrystallized (EtOAc/hexanes) to give Example 500 as a tan solid (10.47 g, 63% yield). HRMS (ESI) calcd for C13H11ClF3N3O4+H 366.0468 found 366.0475., 108655-63-6

108655-63-6 3-(Trifluoromethyl)isoxazol-5-amine 13913996, aIsoxazoles compound, is more and more widely used in various fields.

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

Brief introduction of 108655-63-6

The synthetic route of 108655-63-6 has been constantly updated, and we look forward to future research findings.

108655-63-6, 3-(Trifluoromethyl)isoxazol-5-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 1 3-Trifluoromethyl-5-hydroxyisoxazole A solution of 36% HCl (9.12 g, 15 eq.) and n-propanol (9.0 ml) was added to 5-amino-3-trifluoromethylisoxazole (0.91 g, 6.0 mmole) from Preparation 1 and heated at reflux for 23 hours. The reaction mixture was cooled, extracted with methylene chloride and distilled under reduced pressure to give 0.006 g (0.7%) of the titled compound as a colorless liquid, b.p. 35-37 C./1.4 mmHg., 108655-63-6

The synthetic route of 108655-63-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shionogi & Co., Ltd.; US5082947; (1992); A;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

Brief introduction of 108655-63-6

108655-63-6, The synthetic route of 108655-63-6 has been constantly updated, and we look forward to future research findings.

108655-63-6, 3-(Trifluoromethyl)isoxazol-5-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution OF 3- (TRIFLUOROMETHYL) isoxazol-5-amine (0.08 g, 0.55 mmol) in DMF (10 ML) is added NaH 60% dispersion in mineral oil (0.02 g, 0.55 MMOL). After stirring the mixture at RT for 15 min phenyl 4-METHOXY-2- (1, 3-OXAZOL-2- yl) phenylcarbamate (0.17 g, 055 mmol) is added and the reaction mixture is heated at 50oC for 30 min. The mixture is neutralized with 0. 1M HCl, extracted with EtOAc, and the combined organic layers are dried (MGS04), filtered, and concentrated under vacuum. The residue is triturated with CH2CL2/N-HEXANES to afford Example 16 as a white solid 0.131 g (65%). HRMS (ESI) calcd for C15HLLN404F3+H 369. 0811, found 369.0803.

108655-63-6, The synthetic route of 108655-63-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/85433; (2004); A2;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

New learning discoveries about 108655-63-6

As the paragraph descriping shows that 108655-63-6 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108655-63-6,3-(Trifluoromethyl)isoxazol-5-amine,as a common compound, the synthetic route is as follows.

To a solution of 3- (trifluoromethyl) isoxazol-5-amine (0.152 g, 1.0 mmol) in THF (10 ML) is added NaH 60% dispersion in mineral oil (0.04 g, 1. 0 mmol). After stirring the mixture at RT for 15 min phenyl 4-ETHOXY-2- (2-FURYL) PHENYLCARBAMATE (0. 323 g, 1.0 mmol) is added and the reaction mixture is heated at 50oC for 1 hour. The mixture is neutralized with 0. 1M HCl, extracted with EtOAc, and the combined organic layers are dried (MGSO4), filtered, and concentrated under vacuum. The residue is triturated with CH2C12 to afford Example 15 as a yellow solid 0.188 g (50%). HRMS (ESI) calcd for C17HL4N304F3+H 382.1014, found 382. 1013., 108655-63-6

As the paragraph descriping shows that 108655-63-6 is playing an increasingly important role.

Reference£º
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/85433; (2004); A2;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

Analyzing the synthesis route of 108655-63-6

The synthetic route of 108655-63-6 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108655-63-6,3-(Trifluoromethyl)isoxazol-5-amine,as a common compound, the synthetic route is as follows.

To a solution of 3-(trifluoromethyl)isoxazol-5-amine (0.77 g) in DMF (10 mL) is added NaH (60% oil disp.). The resulting mixture is stirred for 20 min and then 4-ethoxy-1-isothiocyanato-2-nitrobenzene (see Dyson, G. M.; George, H. J.; Hunter, R. F. J. Chem. Soc. 1927, 436-445) (0.22 g) is added. The resulting mixture is stirred for 30 min, concentrated to dryness, taken-up in EtOAc, washed with brine, and purified utilizing preparatory HPLC. Yield 9%. HRMS (EI) calcd for C13H11F3N4O4S 376.0453, found 376.0450., 108655-63-6

The synthetic route of 108655-63-6 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

Analyzing the synthesis route of 108655-63-6

The synthetic route of 108655-63-6 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108655-63-6,3-(Trifluoromethyl)isoxazol-5-amine,as a common compound, the synthetic route is as follows.

To a solution of 3- (trifluoromethyl) isoxazol-5-amine (1.0 g, 6.57 mmol) in CH2C12 (15 ml) is added dropwise, phenyl CHLOROFORMATE (1.8 ml, 14.45 mmol) and pyridine (1.0 ml, 13.14 mmol) at 0oC. The reaction mixture is stirred at 0oC for 30 min. The reaction mixture is washed with H20 and 1% HCI. To the combined organic layers are added pyridine (1.0 ml, 6.57 mmol), HA0 (1.0 ml), AND CH2CL2 (20 ml), and the mixture is stirred at RT for 3 hours. The reaction mixture is washed with 0. 1N HC1 and brine, dried (Na2SO4), and concentrated. The residue is recrystallized from n-hexanes to give phenyl 3- (trifluoromethyl) isoxazol-5-ylcarbamate as an off white solid 1.3 g (73%). MS (ESI-) for CLLH7F3N203 ONLY 271.0 (M-H)-.

The synthetic route of 108655-63-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/85433; (2004); A2;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

Some tips on 108655-63-6

108655-63-6 3-(Trifluoromethyl)isoxazol-5-amine 13913996, aIsoxazoles compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108655-63-6,3-(Trifluoromethyl)isoxazol-5-amine,as a common compound, the synthetic route is as follows.

Example 1 3-Trifluoromethyl-5-hydroxyisoxazole A solution of 36 % HCl (9.12 g, 15 eq.) and n-propanol (9.0 ml) was added to 5-amino-3-trifluoromethyl-isoxazole (0.91 g, 6.0 mmole) from Preparation 1 and heated at reflux for 23 hours. The reaction mixture was cooled, extracted with methylene chloride and distilled under reduced pressure to give 0.006 g (0.7 %) of the titled compound as a cololess liquid, b.p. 35 – 37C/1.4 mmHg.

108655-63-6 3-(Trifluoromethyl)isoxazol-5-amine 13913996, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Patent; SHIONOGI & CO., LTD.; EP220025; (1991); B1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem