2-Chloroacetophenone → 2,3-Dimethyl-6-methylthio-7-phenacylpyrrolo[2,3-b]pyridine

HRID 1756071노트

반응식

HRID 1756071 반응식
[CH3:1][C:2]1[NH:12][C:5]2=[N:6][C:7]([S:10][CH3:11])=[CH:8][CH:9]=[C:4]2[C:3]=1[CH3:13].[CH2:14](Cl)[C:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:16]>CC#N>[CH3:1][C:2]1[N:12]=[C:5]2[N:6]([CH2:14][C:15]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[O:16])[C:7]([S:10][CH3:11])=[CH:8][CH:9]=[C:4]2[C:3]=1[CH3:13]

참가 물질

4

반응물 2

HCID 107572-ChloroacetophenoneHCID 193926102,3-Dimethyl-6-mehylthiopyrrolo[2,3-b]pyridine

생성물 1

HCID 199168092,3-Dimethyl-6-methylthio-7-phenacylpyrrolo[2,3-b]pyridine수율 41.2%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 2,3-dimethyl-6-methylthiopyrrolo[2,3-b]pyridine (100 mg, 0.5 mmol) and phenacyl chloride (804 mg, 5 mmol) in 3 ml CH3CN was refluxed for 72 h. The solvent was evaporated and the residue chromatographed (silica, CH2Cl2 /MeOH;59/5). Pure fractions were pooled, evaporated, and taken up in 100 ml CH2Cl2. The organic layer was washed with 25 ml 2M HCl, dried over MgSO4, and evaporated leaving 64 mg (35%) pure product as the hydrochloride.

후처리

  1. temperaturewas refluxed for 72 h
  2. customThe solvent was evaporated
  3. customthe residue chromatographed (silica, CH2Cl2 /MeOH;59/5)
  4. customevaporated
  5. washThe organic layer was washed with 25 ml 2M HCl
  6. dry with materialdried over MgSO4
  7. customevaporated

출처 및 근거

ORD 기록
ord-306b8c7de9b54e9a9f9a3526c70b58b8
출처 데이터셋
uspto-grants-1995_08
특허 번호
US05439917

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