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

HRID 1756071ノート

反応式

HRID 1756071 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-306b8c7de9b54e9a9f9a3526c70b58b8
出典データセット
uspto-grants-1995_08
特許番号
US05439917

反応ノート

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