1-(4-Fluorophenyl)piperazine → HCID 11950896, compound

HRID 913273Notes

Reaction equation

HRID 913273 reaction equation
[F:1][C:2]([F:16])([F:15])[C:3]1[C:4]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[N:5][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[CH2:11][CH2:10][N:9]([C:4]4[C:3]([C:2]([F:1])([F:15])[F:16])=[CH:8][CH:7]=[CH:6][N:5]=4)[CH2:14][CH2:13]3)=[CH:42][CH:43]=2)=[O:37])[CH2:32][CH2:31]1

Participants

4

Reactant 3

HCID 752601-(4-Fluorophenyl)piperazineHCID 27777861-[3-(Trifluoromethyl)pyridin-2-yl]piperazineHCID 655615656-Chloro-N-(2-cyclopropylethyl)pyridazine-3-carboxamide

Product 1

HCID 11950896HCID 11950896, compoundYield 43%

Procedure

Following the procedure as described in Example 1, making variation only as required to use 1-(3-trifluoromethylpyridin-2-yl)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 43% yield (0.061 g). 1H NMR (300 MHz, CDCl3) δ 8.44 (m, 1H), 8.01 (m, 2H), 7.89 (m, 1H), 7.02 (s, 2H), 3.88 (m, 4H), 3.54 (m, 2H), 3.41 (m, 4H), 1.51 (m, 2H), 0.78 (m, 1H), 0.45 (m, 2H), 0.07 (m, 2H). MS (ES+) m/z 421 (M+1).

Sources & evidence

ORD record
ord-3a917bd083684472ad95bed41d70ef9a
Source dataset
uspto-grants-2011_09
Patent number
US08026360B2

Reaction notes

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