반응 #40629

ord-1ac2aa84f60741819c22e5410f4c6a75

반응 방정식

O=C(OO)c1cccc(Cl)c1
m-CPBA
CCOC(=O)c1cn(C2CCCCC2)c2nc(SC)ncc2c1=O
8-cyclohexyl-2-methylsulfanyl-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester
O=S([O-])[O-].[Na+].[Na+]
Na2SO3
CCOC(=O)c1cn(C2CCCCC2)c2nc(S(C)(=O)=O)ncc2c1=O
title compound
CCOC(=O)c1cn(C2CCCCC2)c2nc(S(C)(=O)=O)ncc2c1=O
8-Cyclohexyl-2-methanesulfonyl-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타the mixture was partitioned between sat. NaHCO3 and dichloromethane
  2. 2
    건조The organic layer was dried (MgSO4)
  3. 3
    농축concentrated

실험 절차

m-CPBA (0.33 g, 1.5 mmol of a 70% w/w mixture) was added to a solution of 8-cyclohexyl-2-methylsulfanyl-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester (0.206 g, 0.59 mmol) in dichloromethane (15 mL). After 2 hours, a 10% solution of Na2SO3 (1 mL) was added and the mixture was partitioned between sat. NaHCO3 and dichloromethane. The organic layer was dried (MgSO4) and concentrated to provide 0.22 g of the title compound. Mass Spectrum (LCMS, ESI pos.) Calcd. For C17H21N3O5S: 379.12. found: (M+H) 380.1.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07728003B2uspto-grants-2010_06