1-(4-Fluorophenyl)piperazine → HCID 11950897, compound

HRID 734264Notes

Reaction equation

HRID 734264 reaction equation
[N:1]1([C:7]2[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[S:9][N:8]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.FC1C=CC(N2CCNCC2)=CC=1.[CH:29]1([CH2:32][CH2:33][NH:34][C:35]([C:37]2[N:38]=[N:39][C:40](Cl)=[CH:41][CH:42]=2)=[O:36])[CH2:31][CH2:30]1>>[CH:29]1([CH2:32][CH2:33][NH:34][C:35]([C:37]2[N:38]=[N:39][C:40]([N:4]3[CH2:5][CH2:6][N:1]([C:7]4[C:11]5[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=5[S:9][N:8]=4)[CH2:2][CH2:3]3)=[CH:41][CH:42]=2)=[O:36])[CH2:31][CH2:30]1

Participants

4

Reactant 3

HCID 752601-(4-Fluorophenyl)piperazineHCID 27721443-(1-Piperazinyl)-1,2-benzisothiazoleHCID 655615656-Chloro-N-(2-cyclopropylethyl)pyridazine-3-carboxamide

Product 1

HCID 11950897HCID 11950897, compoundYield 25%

Procedure

Following the procedure as described in Example 1, making variation only as required to use 3-piperazin-1-ylbenzo[d]isothiazole 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 25% yield (0.0307 g). 1H NMR (300 MHz, CDCl3) δ 8.13 (d, J=9.5 Hz, 1H), 7.94 (m, 2H), 7.80 (d, J=8.0 Hz, 1H), 7.50 (t, J=7.3 Hz, 1H), 7.38 (t, J=7.8 Hz, 1H), 7.16 (d, J=8.0 Hz, 1H), 4.05 (m, 4H), 3.73 (m, 4H), 3.51 (m, 2H), 1.50 (m, 2H), 0.73 (m, 1H), 0.45 (m, 2H), 0.06 (m, 2H). MS (ES+) m/z 409 (M+1).

Sources & evidence

ORD record
ord-8802518f39ba40c998c88fd2e66a92a9
Source dataset
uspto-grants-2009_09
Patent number
US07592343B2

Reaction notes

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