2-Pyrimidinamine, 4-methoxy-5-(tributylstannyl)- → 4-methoxy-5-(4-morpholino-6-((4-N-methylsulfonylpiperazin-1-yl)methyl)thieno[3,2-d]pyrimidin-2-yl)pyrimidin-2-amine

To a solution of 6-(4-methanesulfonyl-piperazin-1-ylmethyl)-2-methylsulfanyl-4-morpholin-4-yl-thieno[3,2-d]pyrimidine (70 mg) in 1,2-dimethoxyethane (10 mL) was added 4-methoxy-5-tributylstannyl-pyrimidin-2-ylamine (131 mg) and copper(I)bromide-dimethyl sulfide (65 mg) and the reaction mixture was stirred at room temperature for 10 minutes. Tetrakis(triphenylphosphine)palladium (0) (9 mg) was then added and the reaction mixture was heated at reflux for 16 h. After cooling to room temperature, the mixture was diluted with ethyl acetate (20 mL) and washed with water (2×20 mL) and brine (2×20 mL) The organic phase was dried (MgSO4), reduced in vacuo and purified by column chromatography to give 293. NMR: (CDCl3) 2.58-2.62 (4 H, m), 2.73 (3 H, s, Me), 3.18-3.22 (4 H, m), 3.76-3.80 (6 H, m), 3.89-3.94 (7 H, m), 4.98 (2 H, br s, NH), 7.24 (1 H, s, Ar) and 8.72 (1 H, s, Ar). MS: (ESI+): MH+ 521.25

1. temperaturethe reaction mixture was heated
2. temperatureat reflux for 16 h
3. temperatureAfter cooling to room temperature
4. washwashed with water (2×20 mL) and brine (2×20 mL) The organic phase
5. dry with materialwas dried (MgSO4)
6. custompurified by column chromatography

ORDレコード

ord-f2eaab84d74148d2a943b88acebe14ff

出典データセット

uspto-grants-2013_02

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08383620B2