1-Piperazinecarboxylic acid, ethyl ester → HCID 58808527, compound

HRID 1921429Notes

Reaction equation

HRID 1921429 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)(=[O:18])=[O:17])=[CH:13][CH:12]=2)[CH:4]=1)[CH3:2].[N:20]1([C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1>>[CH2:29]([O:28][C:26]([N:20]1[CH2:21][CH2:22][N:23]([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])[CH2:24][CH2:25]1)=[O:27])[CH3:30]

Participants

3

Reactant 2

HCID 84311-Piperazinecarboxylic acid, ethyl esterHCID 866103525-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride

Product 1

HCID 58808527HCID 58808527, compoundYield 60.2%

Procedure

5-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride is reacted with ethyl piperazine-1-carboxylate as described in Step 5, Example 24 to give the title compound as a solid (60.2% yield). LC/MS: RT 2.93 min; m/e 440 (M+H); 1H NMR (δ, ppm): 11.8 (1H, s), 7.6 (1H, d); 7.4 (1H, s); 7.3 (1H, d), 4.0 (2H, t), 3.5 (4H, m), 3.0 (4H, m), 2.4 (2H, q), 2.36 (3H, s), 1.08 (6H, m).

Sources & evidence

ORD record
ord-2b35ecf8a0294310bd09c277fc0ec8eb
Source dataset
uspto-grants-2012_05
Patent number
US08173682B2

Reaction notes

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