4-(Trifluoromethyl)benzoic acid → HCID 178461546, compound
Reaction equation
[NH2:1][C:2]1[C:7]2[NH:8][C:9]([N:11]3[CH2:16][CH2:15][N:14]([C:17]4[N:22]=[CH:21][C:20]([CH2:23][OH:24])=[CH:19][C:18]=4[Cl:25])[CH2:13][C@H:12]3[CH3:26])=[N:10][C:6]=2[CH:5]=[C:4]([C:27]([F:30])([F:29])[F:28])[CH:3]=1.[F:31][C:32]([F:43])([F:42])[C:33]1[CH:41]=[CH:40][C:36]([C:37](O)=[O:38])=[CH:35][CH:34]=1>>[Cl:25][C:18]1[C:17]([N:14]2[CH2:15][CH2:16][N:11]([C:9]3[NH:8][C:7]4[C:2]([NH:1][C:37](=[O:38])[C:36]5[CH:40]=[CH:41][C:33]([C:32]([F:31])([F:42])[F:43])=[CH:34][CH:35]=5)=[CH:3][C:4]([C:27]([F:30])([F:29])[F:28])=[CH:5][C:6]=4[N:10]=3)[C@H:12]([CH3:26])[CH2:13]2)=[N:22][CH:21]=[C:20]([CH2:23][OH:24])[CH:19]=1Participants
3
Procedure
{6-[(3R)-4-(7-Amino-5-trifluoromethyl-1H-benzoimidazol-2-yl)-3-methyl-piperazin-1-yl]-5-chloro-pyridin-3-yl}-methanol from step (b) above,(221 mg, 0.5 mmol) and 4-trifluoromethyl-benzoic acid (105 mg, 0.55 mmol, Aldrich) reacted under the conditions of Example 65 to give the title compound as a white solid. MS (ESI, pos. ion) m/e: 613 (M+1).
Sources & evidence
- ORD record
- ord-317fc24d23354d9cb4809869d0fe4541
- Source dataset
- uspto-grants-2009_09
- Patent number
- US07582761B2
Reaction notes
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