(4-Chloro-5-methyl-3-trifluoromethyl-pyrazol-1-yl)-acetic acid → 1-[4-(4-Bromophenyl)-1-piperazinyl]-2-[4-chloro-5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone

HRID 1372027Notes

Reaction equation

HRID 1372027 reaction equation
CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[Br:25][C:26]1[CH:31]=[CH:30][C:29]([N:32]2[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]2)=[CH:28][CH:27]=1.[Cl:38][C:39]1[C:40]([C:49]([F:52])([F:51])[F:50])=[N:41][N:42]([CH2:45][C:46](O)=[O:47])[C:43]=1[CH3:44]>>[Br:25][C:26]1[CH:27]=[CH:28][C:29]([N:32]2[CH2:37][CH2:36][N:35]([C:46](=[O:47])[CH2:45][N:42]3[C:43]([CH3:44])=[C:39]([Cl:38])[C:40]([C:49]([F:52])([F:51])[F:50])=[N:41]3)[CH2:34][CH2:33]2)=[CH:30][CH:31]=1

Participants

4

Reactant 3

HCID 1876853(4-Chloro-5-methyl-3-trifluoromethyl-pyrazol-1-yl)-acetic acidHCID 27356291-(4-Bromophenyl)piperazineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

Product 1

HCID 210709821-[4-(4-Bromophenyl)-1-piperazinyl]-2-[4-chloro-5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone

Procedure

Title compound was prepared following the HATU mediated coupling protocol P, wherein 1-(4-Bromophenyl)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) 7.36 (d, 2H), 6.92 (d, 2H), 5.37 (s, 2H), 3.60 (m, 4H), 3.24 (m, 2H), 3.14 (m, 2H), 2.18 (s, 3H) ppm; MS (ES) M+H expect=465.0, found=465.0.

Sources & evidence

ORD record
ord-d99b3c13575d4f76a2de5c9839f35cdf
Source dataset
uspto-grants-2007_01
Patent number
US07157464B2

Reaction notes

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