Morpholine → 7-(4-Morpholinyl)-1-phenyl-5-trifluoromethylbenzimidazole

HRID 644535Notes

Reaction equation

HRID 644535 reaction equation
F[C:2]1[C:7]2[N:8]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[CH:9]=[N:10][C:6]=2[CH:5]=[C:4]([C:17]([F:20])([F:19])[F:18])[CH:3]=1.[NH:21]1[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1>>[N:21]1([C:2]2[C:7]3[N:8]([C:11]4[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=4)[CH:9]=[N:10][C:6]=3[CH:5]=[C:4]([C:17]([F:20])([F:19])[F:18])[CH:3]=2)[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 674850037-Fluoro-1-phenyl-5-trifluoromethylbenzimidazole

Product 1

HCID 111754337-(4-Morpholinyl)-1-phenyl-5-trifluoromethylbenzimidazoleYield 13.1%

Conditions

Temperature
245 °C

Procedure

To 7-fluoro-1-phenyl-5-trifluoromethylbenzimidazole (400 mg, 1.4 mmol) was added morpholine (1 ml, 1.1 mmol) and the mixture heated in a Personal Chemistry Smith Creator™ microwave for ten 30 minute periods at 245° C. The residue was chromatographed over silica gel to give the title compound as a solid (50 mg, 10%) m/z, 348.0 (M+H)+.

Workup

  1. customThe residue was chromatographed over silica gel

Sources & evidence

ORD record
ord-63b45bbb98d74b98b628dbb0b3028937
Source dataset
uspto-grants-2010_04
Patent number
US07700638B2

Reaction notes

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