1-(3-(Trifluoromethyl)phenyl)piperazine → HCID 11950708, compound

HRID 734267Notes

Reaction equation

HRID 734267 reaction equation
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:4]=[C:5]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1.FC1C=CC(N2CCNCC2)=CC=1.[CH:30]1([CH2:33][CH2:34][NH:35][C:36]([C:38]2[N:39]=[N:40][C:41](Cl)=[CH:42][CH:43]=2)=[O:37])[CH2:32][CH2:31]1>>[CH:30]1([CH2:33][CH2:34][NH:35][C:36]([C:38]2[N:39]=[N:40][C:41]([N:12]3[CH2:13][CH2:14][N:9]([C:5]4[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:1])([F:15])[F:16])[CH:4]=4)[CH2:10][CH2:11]3)=[CH:42][CH:43]=2)=[O:37])[CH2:32][CH2:31]1

Participants

4

Reactant 3

HCID 42961-(3-(Trifluoromethyl)phenyl)piperazineHCID 752601-(4-Fluorophenyl)piperazineHCID 655615656-Chloro-N-(2-cyclopropylethyl)pyridazine-3-carboxamide

Product 1

HCID 11950708HCID 11950708, compoundYield 57%

Procedure

Following the procedure as described in Example 1, making variation only as required to use 1-(3-trifluoromethylphenyl)piperazine to replace 1-(4-fluorophenyl)-piperazine to react with 6-chloropyridazine-3-carboxylic acid (2-cyclopropylethyl)amide, the title compound was obtained as a white powder in 57% yield (0.210 g). 1H NMR (300 MHz, CDCl3) δ 8.09 (d, J=9.5 Hz, 1H), 7.98 (t, J=5.4 Hz, 1H), 7.38 (t, J=7.5 Hz, 1H), 7.12 (m, 3H), 7.04 (d, J=9.5 Hz, 1H), 3.96 (m, 4H), 3.55 (m, J=6.72 and 13.2 Hz, 2H), 3.40 (m, 4H), 1.51 (dd, J=6.7 and 13.8 Hz, 2H), 0.74 (m, 1H), 0.45 (m, 2H), 0.08 (m, 2H). 13C NMR (75 MHz, CDCl3) δ 162.9, 150.8, 145.2, 129.8, 127.2, 119.19, 116.75, 112.6, 48.5, 44.7, 39.7, 34.5, 8.7, 4.2.

Sources & evidence

ORD record
ord-21192e255b7a4a83b940871b0d7bcfbf
Source dataset
uspto-grants-2009_09
Patent number
US07592343B2

Reaction notes

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