Ethanol → 2-[4-Hydroxyphenyl]-8-methylimidazo[1,2-a]pyridine

HRID 1072046Notes

Reaction equation

HRID 1072046 reaction equation
[CH:1]1[C:6]([C:7]([CH2:9]Br)=O)=[CH:5][CH:4]=[C:3]([OH:11])[CH:2]=1.[NH2:12][C:13]1(C)[CH:18]=[CH:17][CH:16]=[CH:15][NH:14]1.[CH2:20](O)C>>[OH:11][C:3]1[CH:4]=[CH:5][C:6]([C:7]2[N:12]=[C:13]3[C:18]([CH3:20])=[CH:17][CH:16]=[CH:15][N:14]3[CH:9]=2)=[CH:1][CH:2]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 49642-Bromo-1-(4-hydroxyphenyl)ethanoneHCID 668245222-Aminopicoline

Product 1

HCID 220156592-[4-Hydroxyphenyl]-8-methylimidazo[1,2-a]pyridine

Procedure

The product of step A (30 g) and 2-aminopicoline (15 mL) in ethanol (200 mL) was heated at reflux temperature for 4 hours then cooled to ambient temperature. The resulting precipitate containing the title compound was isolated via filtration (27 g).

Workup

  1. temperatureat reflux temperature for 4 hours

Sources & evidence

ORD record
ord-719a5ef332cf436b8cd4e41a6c9dbd0a
Source dataset
uspto-grants-2005_06
Patent number
US06908929B2

Reaction notes

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