1-(4-Fluorophenyl)piperazine → HCID 11950898, compound

HRID 734266Notes

Reaction equation

HRID 734266 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[N:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1.FC1C=CC(N2CCNCC2)=CC=1.[CH:26]1([CH2:29][CH2:30][NH:31][C:32]([C:34]2[N:35]=[N:36][C:37](Cl)=[CH:38][CH:39]=2)=[O:33])[CH2:28][CH2:27]1>>[CH:26]1([CH2:29][CH2:30][NH:31][C:32]([C:34]2[N:35]=[N:36][C:37]([N:10]3[CH2:9][CH2:8][N:7]([C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=4)[CH2:12][CH2:11]3)=[CH:38][CH:39]=2)=[O:33])[CH2:28][CH2:27]1

Participants

4

Reactant 3

HCID 752601-(4-Fluorophenyl)piperazineHCID 944591-(2-Pyridyl)piperazineHCID 655615656-Chloro-N-(2-cyclopropylethyl)pyridazine-3-carboxamide

Product 1

HCID 11950898HCID 11950898, compoundYield 30%

Procedure

Following the procedure as described in Example 1, making variation only as required to use 1-pyridin-2-ylpiperazine 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 30% yield (0.036 g). 1H NMR (300 MHz, CDCl3) δ 8.19 (m, 1H), 8.01 (m, 1H), 7.50 (m, 1H), 7.00 (d, J=9.9 Hz, 1H), 6.67 (m, 2H), 3.89 (m, 4H), 3.75 (m, 4H), 3.54 (m, 2H), 1.50 (m, 2H), 0.74 (m, 1H), 0.45 (m, 2H), 0.09 (m, 2H). 13C NMR (75 MHz, CDCl3) δ 163.2, 160.2, 158.9, 147.9, 144.9, 137.8, 126.9, 113.8, 112.1, 107.2, 44.6, 39.6, 34.6, 8.67, 4.25. MS (ES+) m/z 353.6 (M+1).

Sources & evidence

ORD record
ord-fa695a07a2fa49e393cc90a64007b1f9
Source dataset
uspto-grants-2009_09
Patent number
US07592343B2

Reaction notes

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