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Sodium hydride → HCID 57677077、化合物

HRID 491263
ノート
印刷プレビュー

反応式

HRID 491263 の反応式
[Cl:1][C:2]1[C:10]2[C:9]([NH:11][CH2:12][CH2:13][C:14]3[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=3)=[N:8][CH:7]=[N:6][C:5]=2[S:4][CH:3]=1.[C:21]([C:25]1[O:29]C(=O)[N:27]([C:31]2[CH:36]=[CH:35][CH:34]=[C:33](F)[N:32]=2)[N:26]=1)([CH3:24])([CH3:23])[CH3:22].[H-].[Na+]>CN(C=O)C>[Cl:1][C:2]1[C:10]2[C:9]([NH:11][CH2:12][CH2:13][C:14]3[CH:19]=[CH:18][C:17]([O:20][C:33]4[N:32]=[C:31]([NH:27][NH:26][C:25](=[O:29])[C:21]([CH3:23])([CH3:22])[CH3:24])[CH:36]=[CH:35][CH:34]=4)=[CH:16][CH:15]=3)=[N:8][CH:7]=[N:6][C:5]=2[S:4][CH:3]=1
参加物反応条件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 24758Sodium hydrideHCID 67309598HCID 67309598、化合物HCID 68856325HCID 68856325、化合物

生成物 1

HCID 57677077HCID 57677077、化合物収率 6.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

To a solution of 4-{2-[(5-chlorothieno[2,3-d]pyrimidin-4-yl)amino]ethyl}phenol (0.152 g, 0.5 mmol) and 5-(tert-butyl)-3-(6-fluoropyridin-2-yl)-3H-[1,3,4]oxadiazol-2-one (0.119 g, 0.5 mmol) in anhydrous DMF (4 mL) was added 60 percent sodium hydride in mineral oil (30 mg, 0.75 mmol) portionwise. The mixture was then stirred at 100° C. overnight. After cooling the reaction was quenched with methanol. The solvent was removed in vacuo and the residue was triturated in CH2Cl2 and water. The organic phase was separated, dried over anhydrous Na2SO4, filtered, concentrated, and purified on preparative HPLC to give the decarboxylated product as a brownish foam, 16 mg, 0.03 mmol, 6.5 percent yield.

後処理

  1. temperatureAfter cooling the reaction
  2. customwas quenched with methanol
  3. customThe solvent was removed in vacuo
  4. customthe residue was triturated in CH2Cl2
  5. customThe organic phase was separated
  6. dry with materialdried over anhydrous Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated
  9. custompurified on preparative HPLC

出典と根拠

ORDレコード
ord-360676f7054c4803b2b5b0b227ab094f
出典データセット
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07531482B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート