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

HRID 639006ノート

反応式

HRID 639006 の反応式
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]

参加物

6

反応物 3

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

生成物 1

HCID 590262186-Methoxy-4-vinyl-quinoline収率 81%

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 962Water溶媒

実験手順

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)+.

後処理

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

出典と根拠

ORDレコード
ord-7439aa1200dc4475801e0bcb450a3233
出典データセット
uspto-grants-2010_04
特許番号
US07691850B2

反応ノート

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