3-(propan-2-yl)-1H-indole → HCID 58975178, 화합물

HRID 737062노트

반응식

HRID 737062 반응식
[CH:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1)([CH3:3])[CH3:2].CC(C)([O-])C.[K+].[F:19][C:20]1[CH:39]=[CH:38][C:23]([CH2:24][NH:25][C:26]([C:28]2[CH:33]=[CH:32][C:31]([S:34](Cl)(=[O:36])=[O:35])=[CH:30][CH:29]=2)=[O:27])=[CH:22][CH:21]=1.C(OC(C)=O)C.O>CN(C=O)C>[F:19][C:20]1[CH:21]=[CH:22][C:23]([CH2:24][NH:25][C:26](=[O:27])[C:28]2[CH:33]=[CH:32][C:31]([S:34]([N:6]3[C:7]4[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=4)[C:4]([CH:1]([CH3:3])[CH3:2])=[CH:5]3)(=[O:35])=[O:36])=[CH:30][CH:29]=2)=[CH:38][CH:39]=1

참가 물질

6

반응물 4

HCID 125348243-(propan-2-yl)-1H-indoleHCID 22728543Water ethylacetateHCID 23665647Potassium tert-butoxideHCID 589751254-(4-Fluoro-benzylcarbamoyl)-benzenesulfonyl chloride

생성물 1

HCID 58975178HCID 58975178, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Stir a mixture of 3-isopropyl indole in dry DMF (20 ml) under N2 add potassium t-butoxide 1.0 M (1.2 ml, 1.2 mmol) dropwise. Stir the resulting solution for 30 minutes at ambient temperature. Add 4-(4-Fluoro-benzylcarbamoyl)-benzenesulfonyl chloride (0.360 g, 1.1 mmol) portionwise and stir the resulting mixture overnight. Pour the reaction mixture into a mixture of EtOAc—H2O. Separate the EtOAc layer, extract with H2O wash with brine and dry (MgSO4). Filter and evaporate to give the crude product. Chromatograph on the ISCO eluting with hexane-EtOAc to give a white solid (0.150 g). Mass spectrum (m/e) (M+H) 451.1492; found 451.1488.

후처리

  1. stirringStir the resulting solution for 30 minutes at ambient temperature
  2. additionPour the reaction mixture
  3. customSeparate the EtOAc layer
  4. extractionextract with H2O
  5. washwash with brine
  6. dry with materialdry (MgSO4)
  7. filtrationFilter
  8. customevaporate
  9. customto give the crude product
  10. washChromatograph on the ISCO eluting with hexane-EtOAc

출처 및 근거

ORD 기록
ord-6e6db808672844b2aa9b6035559abfb4
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07595339B2

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