3-(3-Phenyl-6-trifluoromethyl-3H-benzimidazol-4-yl)acrylic acid methyl ester → HCID 68679532, compound

HRID 644540Notes

Reaction equation

HRID 644540 reaction equation
CO[C:3](=[O:25])[CH:4]=[CH:5][C:6]1[C:14]2[N:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:12]=[N:11][C:10]=2[CH:9]=[C:8]([C:21]([F:24])([F:23])[F:22])[CH:7]=1.C[N:27]1[CH2:32][CH2:31]N(C(=O)C=CC2N(C3C=CC=CC=3)C3C=CC(C(F)(F)F)=CC=3N=2)[CH2:29][CH2:28]1>>[CH2:28]([N:27]([CH2:32][CH3:31])[C:3](=[O:25])[CH:4]=[CH:5][C:6]1[C:14]2[N:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:12]=[N:11][C:10]=2[CH:9]=[C:8]([C:21]([F:24])([F:23])[F:22])[CH:7]=1)[CH3:29]

Participants

3

Reactant 2

HCID 674849573-(3-Phenyl-6-trifluoromethyl-3H-benzimidazol-4-yl)acrylic acid methyl esterHCID 68680171HCID 68680171, compound

Product 1

HCID 68679532HCID 68679532, compoundYield 53%

Procedure

This was prepared from 3-(3-phenyl-6-trifluoromethyl-3H-benzimidazol-4-yl)acrylic acid methyl ester in a similar manner to 1-(4-methylpiperazin-1-yl)-3-(3-phenyl-6-trifluoromethyl-3H-benzoimidazol-yl)prop-2-en-1-one. The oily residue was purified by flash chromatography over silica gel (eluted with dichloromethane/methanol 0.5-2.5% gradient) to afford the title compound as a white solid (300 mg, 53%), m/z 388.0 (M+H)+.

Workup

  1. customThe oily residue was purified by flash chromatography over silica gel (eluted with dichloromethane/methanol 0.5-2.5% gradient)

Sources & evidence

ORD record
ord-fdb83032dd304415a572e24d32843622
Source dataset
uspto-grants-2010_04
Patent number
US07700638B2

Reaction notes

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