Thiophene, 2,4-dibromo- → HCID 69559414, compound

HRID 1796026Notes

Reaction equation

HRID 1796026 reaction equation
Br[C:2]1[N:6]2[CH:7]=[CH:8][C:9]([C:11]([F:14])([F:13])[F:12])=[N:10][C:5]2=[N:4][CH:3]=1.Br[C:16]1[S:17][CH:18]=[C:19]([Br:21])[CH:20]=1>>[Br:21][C:19]1[CH:20]=[C:16]([C:2]2[N:6]3[CH:7]=[CH:8][C:9]([C:11]([F:14])([F:13])[F:12])=[N:10][C:5]3=[N:4][CH:3]=2)[S:17][CH:18]=1

Participants

3

Reactant 2

HCID 2724560Thiophene, 2,4-dibromo-HCID 113914623-Bromo-7-(trifluoromethyl)imidazo[1,2-a]pyrimidine

Product 1

HCID 69559414HCID 69559414, compoundYield 15%

Procedure

3-Bromo-7-trifluoromethylimidazo[1,2-α]pyrimidine (547 mg, 2.06 mmol) was reacted with 2,4-dibromothiophene over 1 h as described in Example 17. The resulting crude residue was purified by column chromatography on silica, using 40% EtOAc in isohexanes as the eluent, to yield 3-(4-bromothien-2-yl)-7-trifluoromethylimidazo[1,2-α]pyrimidine (104 mg, 15%) after recystallisation from dichloromethane/isohexanes: δH (400 MHz, d6-DMSO) 7.57 (1H, d, J 8.3), 7.72 (1H, d, J 1.6), 8.10 (1H, d, J 1.6), 8.34 (1H, s), 9.34 (1H, d, J 7.0); m/z (ES+) 347, 349 (1:1) (M+).

Workup

  1. customThe resulting crude residue was purified by column chromatography on silica

Sources & evidence

ORD record
ord-e60d3f91560c40e78f998245a00be36f
Source dataset
uspto-grants-2006_04
Patent number
US07030128B2

Reaction notes

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