3-Dimethylamino-3'-trifluoromethylacrylophenone → 4-(alpha,alpha,alpha-Trifluoro-m-tolyl)-8-bromoimidazo[1,5-a]pyrimidine

HRID 225265Notes

Reaction equation

HRID 225265 reaction equation
C[N:2]([CH3:17])[CH:3]=[CH:4][C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:16])([F:15])[F:14])[CH:8]=1)=O.NC1[N:20]=[CH:21][NH:22][C:23]=1[Br:24]>C(O)(=O)C>[F:16][C:13]([F:14])([F:15])[C:9]1[CH:10]=[CH:11][CH:12]=[C:7]([C:5]2[N:20]3[CH:21]=[N:22][C:23]([Br:24])=[C:17]3[N:2]=[CH:3][CH:4]=2)[CH:8]=1

Participants

4

Reactant 2

HCID 7300243-Dimethylamino-3'-trifluoromethylacrylophenoneHCID 233298255-bromo-1H-imidazol-4-amine

Product 1

HCID 233298344-(alpha,alpha,alpha-Trifluoro-m-tolyl)-8-bromoimidazo[1,5-a]pyrimidine

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 0.01 mole of 3-dimethylamino-3'-(trifluoromethyl)acrylophenone, 0.01 mole of 4-amino-5-bromoimidazole and 50 ml. of glacial acetic acid is refluxed for 6 hours. The solvent is removed and the residue worked up as for Example 29 to give the product of the example.

Workup

  1. customThe solvent is removed
  2. customto give the product of the example

Sources & evidence

ORD record
ord-275d49dace404ac4a3b38cf9404e6461
Source dataset
uspto-grants-1980_11
Patent number
US04236005

Reaction notes

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