반응 #43415

ord-c9aded2d0f824bf9b94d7c7d4dcc8f67

반응 방정식

C=C1Cn2c(=O)c(F)cc3ncc(F)c1c32
3,8-difluoro-4-methylidene-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one
CC(C)(C)O.O
tert-butanol water
O=S([O-])[O-].[Na+].[Na+]
sodium sulphite
O=c1c(F)cc2ncc(F)c3c2n1CC3(O)CO
solid
수율 97.0%
O=c1c(F)cc2ncc(F)c3c2n1CC3(O)CO
3,8-Difluoro-4-hydroxy-4-(hydroxymethyl)-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one
수율 97.0%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.ADDITIONmix alpha (4.3 g) under argon
  2. 2
    workup.STIRRINGAfter 10 minutes stirring the mixture
  3. 3
    추출was extracted with 20% methanol in dichloromethane (3×300 ml)
  4. 4
    건조The organic extracts were dried over magnesium sulphate
  5. 5
    기타evaporated

실험 절차

A solution of 3,8-difluoro-4-methylidene-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one (631 mg, 2.9 mmol) in tert-butanol/water (30 ml/30 ml) was treated with AD mix alpha (4.3 g) under argon. After 18 hours stirring the reaction mixture was treated with saturated sodium sulphite solution (30 ml). After 10 minutes stirring the mixture was extracted with 20% methanol in dichloromethane (3×300 ml). The organic extracts were dried over magnesium sulphate and evaporated affording a white solid (710 mg, 97%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07732460B2uspto-grants-2010_06