Potassium Carbonate → 4-chloro-3-(6-cyano-4-methyl-pyridin-3-yl)-N-(2-hydroxy-phenyl)-N-methyl-benzamide

참여 물질

역할	이름	HCID	투입량
반응물	Potassium Carbonate	HCID 11430	—
반응물	5-Bromo-4-methylpyridine-2-carbonitrile	HCID 53395468	—
반응물	4-chloro-N-(2-hydroxy-phenyl)-N-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzamide	HCID 68603028	—
촉매	HCID 178418397	HCID 178418397	—
용매	Ethyl Acetate	HCID 8857	—
용매	1,4-Dioxane	HCID 31275	—
생성물	4-chloro-3-(6-cyano-4-methyl-pyridin-3-yl)-N-(2-hydroxy-phenyl)-N-methyl-benzamide	HCID 68603228	69.2%

반응 조건

온도	95 °C

반응 단계

A mixture of 4-chloro-N-(2-hydroxy-phenyl)-N-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzamide (100 mg, 0.26 mmol), 5-bromo-4-methyl-pyridine-2-carbonitrile (61 mg, 0.31 mmol), Pd(PPh3)4 (15 mg, 0.013 mmol), K2CO3 (90 mg, 0.65 mmol) in dioxane (1.2 mL), was heated at 95° C. for 12 hrs. The mixture was diluted with EtOAc, washed with water and brine, dried (Na2SO4) and concentrated in vacuo. Silica gel column chromatography (eluent: ethyl acetate/hexane (1/4 up to 4/1)) yielded 4-chloro-3-(6-cyano-4-methyl-pyridin-3-yl)-N-(2-hydroxy-phenyl)-N-methyl-benzamide 8-1 (68 mg).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US08481738B2
출처 데이터셋	uspto-grants-2013_07
ORD ID	ord-24660bfbafe84c978010023705606daa
출처 메모	uspto-grants-2013_07