(4-Chloro-5-methyl-3-trifluoromethyl-pyrazol-1-yl)-acetic acid → 2-(4-Chloro-3-trifluoromethyl-5-methyl-pyrazol-1-yl)-1-[4-(4-trifluoromethoxy-phenyl)-piperazin-1-yl]-ethanone

HRID 270816Notes

Reaction equation

HRID 270816 reaction equation
CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[F:25][C:26]([F:41])([F:40])[O:27][C:28]1[CH:33]=[CH:32][C:31]([N:34]2[CH2:39][CH2:38][NH:37][CH2:36][CH2:35]2)=[CH:30][CH:29]=1.[Cl:42][C:43]1[C:44]([C:53]([F:56])([F:55])[F:54])=[N:45][N:46]([CH2:49][C:50](O)=[O:51])[C:47]=1[CH3:48]>>[Cl:42][C:43]1[C:44]([C:53]([F:55])([F:54])[F:56])=[N:45][N:46]([CH2:49][C:50]([N:37]2[CH2:36][CH2:35][N:34]([C:31]3[CH:32]=[CH:33][C:28]([O:27][C:26]([F:25])([F:40])[F:41])=[CH:29][CH:30]=3)[CH2:39][CH2:38]2)=[O:51])[C:47]=1[CH3:48]

Participants

4

Reactant 3

HCID 1876853(4-Chloro-5-methyl-3-trifluoromethyl-pyrazol-1-yl)-acetic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 230811701-(4-(Trifluoromethoxy)phenyl)piperazine

Product 1

HCID 210710642-(4-Chloro-3-trifluoromethyl-5-methyl-pyrazol-1-yl)-1-[4-(4-trifluoromethoxy-phenyl)-piperazin-1-yl]-ethanone

Procedure

Title compound was prepared following the HATU mediated coupling protocol P, wherein 1-(4-Trifluoromethoxyphenyl)-piperazine and (4-Chloro-5-methyl-3-trifluoromethyl-pyrazol-1-yl)-acetic acid were used as the coupling components, to give the product as a solid: 1H NMR (DMSO-d6, 400 MHz) 7.20 (d, 2H), 7.04 (d, 2H), 5.38 (s, 2H), 3.60 (m, 4H), 3.27 (m, 2H), 3.17 (m, 2H), 2.18 (s, 3H) ppm; MS (ES) M+H expected=471.1, found=471.0.

Sources & evidence

ORD record
ord-567e044babf64c6a9207f357f6f939c9
Source dataset
uspto-grants-2008_11
Patent number
US07449576B1

Reaction notes

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