Potassium Phosphate, Tribasic → (2-chlorophenyl)-N-{5-[1-ethyl-3-(trifluoromethyl)pyrazol-5-yl](1,3-thiazol-2-yl)}carboxamide

関与物質

役割	名称	HCID	仕込み量
反応物	Potassium Phosphate, Tribasic	HCID 62657	—
反応物	N-(5-bromo-2-thiazolyl)-2-chlorobenzamide	HCID 60654727	—
反応物	2-Ethyl-5-(trifluoromethyl)pyrazole-3-boronic acid	HCID 66779663	—
反応物	Brine ethyl acetate	HCID 131718255	—
溶媒	Water	HCID 962	—
溶媒	Dimethylacetamide	HCID 31374	—
生成物	(2-chlorophenyl)-N-{5-[1-ethyl-3-(trifluoromethyl)pyrazol-5-yl](1,3-thiazol-2-yl)}carboxamide	HCID 56848140	14.3%

反応条件

温度	150 °C

反応手順

A mixture of N-(5-bromo(1,3-thiazol-2-yl))(2-chlorophenyl)carboxamide (47, 62 mg, 0.2 mmol), (1-ethyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)boronic acid (58) (62 mg, 0.3 mmol), [1,1′-bis(diphenylphosphino)ferrocene]palladium(II) chloride dichloromethane complex (1:1) (24 mg) and potassium phosphate (63 mg) in 2 ml DMA and 0.5 ml water was heated under Ar in microwave reactor at 150° C. for 30 min. The reaction mixture was worked up with EA/brine. Org. phase was concentrated and then subjected to prep HPLC purification to give 11.5 mg (2-chlorophenyl)-N-{5-[1-ethyl-3-(trifluoromethyl)pyrazol-5-yl](1,3-thiazol-2-yl)}carboxamide (59) as dark brown solid (yield: 14%; purity>90%). LC-MS: calcd. for C16H12ClF3N4OS: 401 (M+1).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US09079891B2
出典データセット	uspto-grants-2015_07
ORD ID	ord-3272fcc9785b4ef1bf843a3d4c8d0f04
出典メモ	uspto-grants-2015_07