Sodium Cyanide → 3-[1-(1-(4-Bromobenzyl)-5-methoxy-2-methyl-1H-indol-3-yl)cyclopropyl]propionitrile

HRID 1683978

反応式

HRID 1683978 の反応式
[Br:1][C:2]1[CH:26]=[CH:25][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([O:16][CH3:17])=[CH:13][CH:14]=3)[C:9]([C:18]3([CH2:21][CH2:22]Br)[CH2:20][CH2:19]3)=[C:8]2[CH3:24])=[CH:4][CH:3]=1.[C-:27]#[N:28].[Na+]>CN(C=O)C.O>[Br:1][C:2]1[CH:26]=[CH:25][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([O:16][CH3:17])=[CH:13][CH:14]=3)[C:9]([C:18]3([CH2:21][CH2:22][C:27]#[N:28])[CH2:19][CH2:20]3)=[C:8]2[CH3:24])=[CH:4][CH:3]=1

参加物

5

反応物 2

HCID 8929Sodium CyanideHCID 190417002-[1-(1-(4-Bromobenzyl)-5-methoxy-2-methyl-1H-indol-3-yl)cyclopropyI]ethyl bromide

生成物 1

HCID 190416303-[1-(1-(4-Bromobenzyl)-5-methoxy-2-methyl-1H-indol-3-yl)cyclopropyl]propionitrile収率 97.2%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
75 °C

実験手順

To a r.t. solution of bromide from Step 9 (166 mg, 0.35 mmol) in 4 mL DMF was added NaH2PO4H2O (138 mg, 1 mmol) followed by NaCN (49 mg, 1 mmol) and the resulting mixture was warmed to 75° C. for 2 h. After diluting with excess H2O, the mixture was extracted with Et2O. The organic layer was washed with brine, dried over MgSO4 and evaporated to provide 144 mg of the title compound.

後処理

  1. extractionthe mixture was extracted with Et2O
  2. washThe organic layer was washed with brine
  3. dry with materialdried over MgSO4
  4. customevaporated

出典と根拠

ORDレコード
ord-f4b9262926634c5a902bb0832d8115cc
出典データセット
uspto-grants-1997_06
特許番号
US05639780

関連ノート

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