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

HRID 1447878Notes

Reaction equation

HRID 1447878 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-4b5d1ecd816f453f91a43d8df93352df
Source dataset
uspto-grants-1979_12
Patent number
US04178449

Reaction notes

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