2-Chloroacetophenone → 3Chloro-2-methyl-7-phenacylpyrrolo-[2,3-b]pyridinehydrochloride

HRID 1756050Notes

Reaction equation

HRID 1756050 reaction equation
[Cl:1][C:2]1[C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[NH:4][C:3]=1[CH3:11].Cl[CH2:13][C:14]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:15]>CC#N>[ClH:1].[Cl:1][C:2]1[C:10]2[C:5]([N:6]([CH2:13][C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[O:15])[CH:7]=[CH:8][CH:9]=2)=[N:4][C:3]=1[CH3:11]

Participants

4

Reactant 2

HCID 107572-ChloroacetophenoneHCID 193925933-Chloro-2-methyl-1H-pyrrolo[2,3-b]pyridine

Product 1

HCID 193926053Chloro-2-methyl-7-phenacylpyrrolo-[2,3-b]pyridinehydrochlorideYield 134.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 200 mg (1.2 mmol) of 3-chloro-2-methyl pyrrolo-[2,3-b]pyridine and 204 mg (1,3 mmol) of 2-chloroacetophenon in 10 ml of CH3CN was refluxed for 48 h. The reaction mixture was cooled to room temperature and stirred for one hour. The precipitate was filtered off to give 260 mg (67%) of 3chloro-2-methyl-7-phenacylpyrrolo-[2,3-b]pyridinehydrochloride.

Workup

  1. filtrationThe precipitate was filtered off

Sources & evidence

ORD record
ord-e4bc02c4e71b48c0b008201024215e37
Source dataset
uspto-grants-1995_08
Patent number
US05439917

Reaction notes

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