1,2-Dimethoxyethane → 6-Methoxy-4-vinyl-quinoline

HRID 639006

반응식

HRID 639006 반응식
FC(F)(F)S(O[C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([O:17][CH3:18])N=2)[N:10]=[CH:9][CH:8]=1)(=O)=O.[C:21]([O-])([O-])=O.[K+].[K+].CO[CH2:29][CH2:30]OC>O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH:29]([C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([O:17][CH3:18])[CH:21]=2)[N:10]=[CH:9][CH:8]=1)=[CH2:30]

참가 물질

6

반응물 3

HCID 80711,2-DimethoxyethaneHCID 11430Potassium CarbonateHCID 112552656-Methoxy-1,5-naphthyridin-4-yl trifluoromethanesulfonate

생성물 1

HCID 590262186-Methoxy-4-vinyl-quinoline수율 81%

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 962Water용매

실험 절차

To a solution of 6-(methyloxy)-1,5-naphthyridin-4-yl trifluoromethanesulfonate (5.0 g, 16.23 mmol) in DME (80 mL) and H2O (40 mL) was added trivinyl boronate (1.96 g, 8.1 mmol), K2CO3 (2.23 g, 16.23 mmol) and Pd(PPh3)4 (0.19 g, 0.16 mmol). After 3 h at 90° C. under N2, the reaction solution was concentrated under vacuum and purified on silica (hexane/EtOAc, 4:1) to give the title compound as a yellow oil (2.44 g, 81%): LC/MS (m/z) (ES) 186 (M+H)+.

후처리

  1. concentrationthe reaction solution was concentrated under vacuum
  2. custompurified on silica (hexane/EtOAc, 4:1)

출처 및 근거

ORD 기록
ord-7439aa1200dc4475801e0bcb450a3233
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07691850B2

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