반응 #2075733

ord-5b8cb3e1963e480f9284bc31dc2ba1d7

반응 방정식

COC(=O)c1nc(-c2ccc(Cl)c(OC)c2F)nc(N)c1SC
6-amino-2-(4-chloro-2-fluoro-3-methoxyphenyl)-5-methylsulfanyl-pyrimidine-4-carboxylic acid methyl ester
[Na+].[OH-]
sodium hydroxide
Cl
HCl
COc1c(Cl)ccc(-c2nc(N)c(SC)c(C(=O)O)n2)c1F
title compound
수율 70.6%
COc1c(Cl)ccc(-c2nc(N)c(SC)c(C(=O)O)n2)c1F
6-Amino-2-(4-chloro-2-fluoro-3-methoxyphenyl)-5-methylsulfanyl-pyrimidine-4-carboxylic acid
수율 70.6%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    농축The resulting solution was concentrated
  2. 2
    기타partitioned between ethyl acetate and water
  3. 3
    기타The organic phase was dried
  4. 4
    농축concentrated

실험 절차

6-amino-2-(4-chloro-2-fluoro-3-methoxyphenyl)-5-methylsulfanyl-pyrimidine-4-carboxylic acid methyl ester (100 mg, 0.28 mmol) was dissolved in 2 mL methanol and 0.5 mL of 2N sodium hydroxide (1 mmol) was added. The reaction mixture was stirred at room temperature for 4 h and then acidified with a slight excess of 2N HCl. The resulting solution was concentrated and partitioned between ethyl acetate and water. The organic phase was dried and concentrated to yield the title compound (68 mg, 70% yield): mp 153° C. (dec.): 1H NMR (CDCl3): δ 7.63 (m, 1H), 7.2 (m, 1H), 6.4 (br s, 2H), 3.98 (s, 3H), 2.42 (s, 3H).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07642220B2uspto-grants-2010_01