Cesium carbonate → 3-{6-[2-(3,4-Dimethoxy-phenyl)-ethylamino]-2-methylsulfanyl-pyrimidin-4-yloxy}-benzoic acid ethyl ester

関与物質

役割	名称	HCID	仕込み量
反応物	Cesium carbonate	HCID 10796	—
反応物	Ethyl 3-hydroxybenzoate	HCID 24522	—
反応物	HCID 57636020	HCID 57636020	—
溶媒	Water	HCID 962	—
溶媒	Dimethylformamide	HCID 6228	—
生成物	3-{6-[2-(3,4-Dimethoxy-phenyl)-ethylamino]-2-methylsulfanyl-pyrimidin-4-yloxy}-benzoic acid ethyl ester	HCID 69070693	83.5%

反応条件

温度	90 °C

反応手順

A mixture of (6-chloro-2-methylsulfanyl-pyrimidin-4-yl)-[2-(3,4-dimethoxy-phenyl)-ethyl]-amine [250 mg, 0.74 mmol, Intermediate (31)], 3-hydroxy-benzoic acid ethyl ester (0.18 g, 1.1 mmol), and Cs2CO3 (0.48 g, 1.48 mmol) in DMF (4 mL) is heated to 90° C. for 15 h. The mixture is diluted with water, and extracted with EtOAc. The extracts are washed (water), dried (MgSO4), filtered, concentrated, and chromatographed (silica gel, 30% EtOAc in Heptane) to afford 3-{6-[2-(3,4-dimethoxy-phenyl)-ethylamino]-2-methylsulfanyl-pyrimidin-4-yloxy}-benzoic acid ethyl ester [0.29 g, 83%, Intermediate (71)]. LCMS: RT=3.7 minutes, MS: 470 (M+H).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US08193183B2
出典データセット	uspto-grants-2012_06
ORD ID	ord-596feaa9dcfd49b8b8810981e291526a
出典メモ	uspto-grants-2012_06