1-Piperonylpiperazine → HCID 67492338, compound

HRID 1921440Notes

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].[O:20]1[C:24]2[CH:25]=[CH:26][C:27]([CH2:29][N:30]3[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]3)=[CH:28][C:23]=2[O:22][CH2:21]1>>[ClH:19].[O:20]1[C:24]2[CH:25]=[CH:26][C:27]([CH2:29][N:30]3[CH2:31][CH2:32][N:33]([S:16]([C:14]4[S:15][C:11]([C:5]5[CH:4]=[C:3]([CH2:1][CH3:2])[C:8](=[O:9])[NH:7][C:6]=5[CH3:10])=[CH:12][CH:13]=4)(=[O:18])=[O:17])[CH2:34][CH2:35]3)=[CH:28][C:23]=2[O:22][CH2:21]1

Participants

Reactant 2

HCID 944261-Piperonylpiperazine

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

Product 1

HCID 67492338HCID 67492338, compoundYield 61%

Procedure

5-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride is reacted with 1-benzo[1,3]dioxol-5-ylmethyl-piperazine as described in Steps 5 and 6, Example 24 to give the title compound as a yellow glass (61% yield). LC/MS: RT 2.33 min, m/e 502 (M+H); 1H NMR (δ, ppm): 11.88 (1H, s), 10.79 (1H, s), 7.66 (1H, d), 7.36 (1H, s), 7.32 (1H, d), 7.16 (1H, s), 6.98 (2H, s), 6.05 (2H, s), 4.24 (2H, s), 3.69-3.77 (2H, m), 3.37-3.40 (2H, m), 3.14-3.17 (2H, m), 2.86-2.94 (2H, m), 2.40 (2H, q), 2.33 (3H, s), 1.10 (3H, t).

Sources & evidence

ORD record: ord-f345b2aa82c44ca8900bab0b1fda33c9
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08173682B2

Reaction notes

Loading…