1-(4-Methylpiperazin-1-yl)-3-(3-phenyl-6-trifluoromethyl-3H-benzimidazol-4-yl)prop-2-en-1-one → HCID 68681676, compound

HRID 644543Notes

Reaction equation

HRID 644543 reaction equation
COC(=O)C=CC1C2N(C3C=CC=CC=3)C=[N:11][C:10]=2C=C(C(F)(F)F)C=1.CN1CC[N:30]([C:33](=[O:55])[CH:34]=[CH:35][C:36]2[C:44]3[N:43]([C:45]4[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=4)[CH:42]=[N:41][C:40]=3[CH:39]=[C:38]([C:51]([F:54])([F:53])[F:52])[CH:37]=2)[CH2:29][CH2:28]1>>[C:10]([CH2:28][CH2:29][NH:30][C:33](=[O:55])[CH:34]=[CH:35][C:36]1[C:44]2[N:43]([C:45]3[CH:46]=[CH:47][CH:48]=[CH:49][CH:50]=3)[CH:42]=[N:41][C:40]=2[CH:39]=[C:38]([C:51]([F:53])([F:54])[F:52])[CH:37]=1)#[N:11]

Participants

3

Reactant 2

HCID 674849301-(4-Methylpiperazin-1-yl)-3-(3-phenyl-6-trifluoromethyl-3H-benzimidazol-4-yl)prop-2-en-1-oneHCID 674849573-(3-Phenyl-6-trifluoromethyl-3H-benzimidazol-4-yl)acrylic acid methyl ester

Product 1

HCID 68681676HCID 68681676, compound

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-benzimidazol-4-yl)prop-2-en-1-one. The oily residue was purified by preparative LCMS to afford, after removal of the solvent, the title compound as a white solid (13 mg, 5%), m/z 385.0 (M+H)+.

Workup

  1. customThe oily residue was purified by preparative LCMS
  2. customto afford
  3. customafter removal of the solvent

Sources & evidence

ORD record
ord-9f8e0544d5f74d6e91b62efc77b20fd2
Source dataset
uspto-grants-2010_04
Patent number
US07700638B2

Reaction notes

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