1-Benzylpiperazine → HCID 67492494, compound

HRID 1921439Notes

Reaction equation

[CH2:1]([C:3]1[C:8](=[O:9])[NH:7][C:6]([CH3:10])=[C:5]([C:11]2[S:15][C:14]([S:16]([Cl:19])(=[O:18])=[O:17])=[CH:13][CH:12]=2)[CH:4]=1)[CH3:2].[CH2:20]([N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[ClH:19].[CH2:20]([N:27]1[CH2:32][CH2:31][N:30]([S:16]([C:14]2[S:15][C:11]([C:5]3[CH:4]=[C:3]([CH2:1][CH3:2])[C:8](=[O:9])[NH:7][C:6]=3[CH3:10])=[CH:12][CH:13]=2)(=[O:18])=[O:17])[CH2:29][CH2:28]1)[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

Reactant 2

HCID 759941-Benzylpiperazine

HCID 866103525-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride

Product 1

HCID 67492494HCID 67492494, compoundYield 82%

Procedure

5-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride is reacted with 1-benzyl-piperazine as described in Steps 5 and 6, Example 24 to give the title compound as an orange solid (82% yield). LC/MS: RT 2.32 min, m/e 458 (M+H); 1H NMR (δ, ppm): 11.88 (1H, s), 11.08 (1H, s), 7.65 (1H, d), 7.55 (2H, br s), 7.45 (3H, m), 7.35 (1H, d), 7.31 (1H, d), 4.33 (2H, s), 3.36-3.40 (2H, m), 3.22 (2H, m), 2.90-2.97 (2H, m), 2.40 (2H, q), 2.33 (3H, s), 1.09 (3H, t).

Sources & evidence

ORD record: ord-d7f34637cecb437e82102deee00396fe
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08173682B2

Reaction notes

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