2-Chloroacetophenone → 2-Methoxymethyl-3-methyl-7-phenacyl pyrrolo[2,3-b]pyridine. Hydrochloride

HRID 1756055Notes

Reaction equation

HRID 1756055 reaction equation
[CH3:1][O:2][CH2:3][C:4]1[NH:12][C:7]2=[N:8][CH:9]=[CH:10][CH:11]=[C:6]2[C:5]=1[CH3:13].[CH2:14]([Cl:23])[C:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:16]>C(#N)C>[ClH:23].[CH3:1][O:2][CH2:3][C:4]1[N:12]=[C:7]2[N:8]([CH2:14][C:15]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[O:16])[CH:9]=[CH:10][CH:11]=[C:6]2[C:5]=1[CH3:13]

Participants

4

Reactant 2

HCID 107572-ChloroacetophenoneHCID 199168132-Methoxymethyl-3-methylpyrrolo[2,3-b]pyridine

Product 1

HCID 1317190762-Methoxymethyl-3-methyl-7-phenacyl pyrrolo[2,3-b]pyridine. HydrochlorideYield 20.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 0,13 g (0,74 mmol) 2-methoxymethyl-3-methylpyrrolo[2,3 -b]pyridine and 0,16 g (1,1 mmol) phenacyl chloride in 20 ml acetonitrile was refluxed for 15 h. Working up in the same manner as ex. 17 gave 0,05 g (20%) of the title compound.

Sources & evidence

ORD record
ord-38cda9a4975e4f91a3cf99d084057564
Source dataset
uspto-grants-1995_08
Patent number
US05439917

Reaction notes

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