反应详情

温度

25 °C

6-Amino-2-(4-chloro-2-fluoro-3-methoxyphenyl)-5-methoxypyrimidine-4-carboxylic acid methyl ester (200 mg, 0.61 mmol) was dissolved in 20 mL of 9 molar H2SO4 plus 5 mL acetonitrile and treated in portions with NaNO2 (150 mg, 2.2 mmol). After the addition was complete, the mixture was stirred for 30 minutes at 25° C., cooled in ice-salt and treated carefully with 50% NaOH to bring the pH to ca 0.8. The precipitate was taken up by extracting with two 15 mL portions of EtOAc and the combined extracts were washed with 10 mL sat. NaCl, dried (Na2SO4) and evaporated to give the title product 150 mg (75%). Mp: 177-179° C. MS m/z 342; 1H NMR (DMSO-d6): δ 7.81 (m, 1H), 7.31 (m, 1H), 4.05 (s, 3H), 4.01 (s, 3H).

1. additionAfter the addition
2. extractionby extracting with two 15 mL portions of EtOAc
3. washthe combined extracts were washed with 10 mL sat. NaCl
4. dry with materialdried (Na2SO4)
5. customevaporated