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

HRID 1683978

반응식

HRID 1683978 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

반응 조건

온도
75 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-f4b9262926634c5a902bb0832d8115cc
출처 데이터셋
uspto-grants-1997_06
특허 번호
US05639780

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