Imidazole → 8-Phenyl-5,6-dihydroimidazo[1,2-a]pyridine

HRID 1982530Notes

Reaction equation

HRID 1982530 reaction equation
[C:1]1([C:7]([CH:9]2[CH2:11][CH2:10]2)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH:12]1[CH:16]=[CH:15][N:14]=[CH:13]1>C(Cl)Cl>[C:1]1([C:7]2[C:13]3[N:12]([CH:16]=[CH:15][N:14]=3)[CH2:10][CH2:11][CH:9]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 795ImidazoleHCID 77029Cyclopropyl phenyl ketone

Product 1

HCID 137640128-Phenyl-5,6-dihydroimidazo[1,2-a]pyridine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Combine 25 g (0.17 mol) of cyclopropyl phenyl ketone with 50 g (0.73 mol) of imidazole, and heat to 200° C. for 18 hr. Isolation from 200 g of silica gel using methylene chloride, followed by crystallization from ether provides the title compound.

Workup

  1. customfollowed by crystallization from ether

Sources & evidence

ORD record
ord-4545ff0b998542439203efaef455be6b
Source dataset
uspto-grants-1986_06
Patent number
US04596872

Reaction notes

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