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Methyl iodide → (6'-Chloro-2-methyl-[3,4']bipyridinyl-3'-yl)-methyl-carbamic acid tert-butyl ester

HRID 347689
ノート
印刷プレビュー

反応式

HRID 347689 の反応式
[C:1]([O:5][C:6](=[O:22])[NH:7][C:8]1[CH:9]=[N:10][C:11]([Cl:21])=[CH:12][C:13]=1[C:14]1[C:15]([CH3:20])=[N:16][CH:17]=[CH:18][CH:19]=1)([CH3:4])([CH3:3])[CH3:2].[H-].[Na+].[CH3:25]I>CN(C=O)C>[C:1]([O:5][C:6](=[O:22])[N:7]([C:8]1[CH:9]=[N:10][C:11]([Cl:21])=[CH:12][C:13]=1[C:14]1[C:15]([CH3:20])=[N:16][CH:17]=[CH:18][CH:19]=1)[CH3:25])([CH3:4])([CH3:2])[CH3:3]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 58694598(6'-Chloro-2-methyl-[3,4']bipyridinyl-3'-yl)-carbamic acid tert-butyl ester

生成物 1

HCID 58694607(6'-Chloro-2-methyl-[3,4']bipyridinyl-3'-yl)-methyl-carbamic acid tert-butyl ester収率 84%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 0.16 g (0.50 mmol) (6′-chloro-2-methyl-[3,4′]bipyridinyl-3′-yl)-carbamic acid tert-butyl ester in 5 ml DMF were added 25 mg (0.50 mmol) sodium hydride (50% suspension in mineral oil) under nitrogen at room temperature. After stirring for 30 min 0.034 ml (0.52 mmol) methyl iodide were added. The reaction mixture was stirred for 1 h. Quenching with water was followed by extraction with three portions of dichloromethane. The combined organic layers were washed with water. The combined aqueous layers were extracted with dichloromethane. The combined organic layers were dried with sodium sulfate and concentrated. Residual DMF was removed by Kugelrohr distillation. Flash chromatography gave 0.14 g (84%) of the title compound.

後処理

  1. additionwere added
  2. customQuenching with water
  3. extractionwas followed by extraction with three portions of dichloromethane
  4. washThe combined organic layers were washed with water
  5. extractionThe combined aqueous layers were extracted with dichloromethane
  6. dry with materialThe combined organic layers were dried with sodium sulfate
  7. concentrationconcentrated
  8. customResidual DMF was removed by Kugelrohr distillation

出典と根拠

ORDレコード
ord-3477e95c22354478ba25ebd5b4ea1254
出典データセット
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07176205B2

反応ノート

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