1-(5-Trifluoromethyl-thiazol-2-yl)-piperazine hydrochloride → HCID 21100165, compound
Reaction equation
[CH2:1]([S:3]([C:6]1[CH:7]=[CH:8][C:9]([O:15][CH:16]([CH3:21])[C:17]([F:20])([F:19])[F:18])=[C:10]([CH:14]=1)[C:11]([OH:13])=O)(=[O:5])=[O:4])[CH3:2].Cl.[F:23][C:24]([F:37])([F:36])[C:25]1[S:29][C:28]([N:30]2[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]2)=[N:27][CH:26]=1>>[CH2:1]([S:3]([C:6]1[CH:7]=[CH:8][C:9]([O:15][CH:16]([CH3:21])[C:17]([F:20])([F:19])[F:18])=[C:10]([C:11]([N:33]2[CH2:34][CH2:35][N:30]([C:28]3[S:29][C:25]([C:24]([F:37])([F:23])[F:36])=[CH:26][N:27]=3)[CH2:31][CH2:32]2)=[O:13])[CH:14]=1)(=[O:4])=[O:5])[CH3:2]Participants
3
Procedure
Prepared in analogy to example 1 (b) from 5-ethanesulfonyl-2-(2,2,2-trifluoro-1-methyl-ethoxy)-benzoic acid (Example A17) and 1-(5-trifluoromethyl-thiazol-2-yl)-piperazine hydrochloride (Example 58(c)). The crude material was purified by reversed phase HPLC (acetonitrile/water) followed by trituration in ether to yield the title compound as an off-white crystalline solid (yield 82%). MS (m/e): 546.4 (M+H+, 100%).
Workup
- customThe crude material was purified by reversed phase HPLC (acetonitrile/water)
Sources & evidence
- ORD record
- ord-aabf9cd87af1421184bc31ff951c9e3e
- Source dataset
- uspto-grants-2007_05
- Patent number
- US07220744B2
Reaction notes
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