2-(5-Methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)acetic acid → HCID 22222423, compound

HRID 1794953Notes

Reaction equation

HRID 1794953 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[C:7]([CH3:9])[C:6]([S:10]([N:13]2[CH2:18][CH2:17][NH:16][CH2:15][C:14]2=[O:19])(=[O:12])=[O:11])=[C:5]([N+:20]([O-:22])=[O:21])[CH:4]=1.[N:23]1([CH2:32][C:33](O)=[O:34])[CH:31]=[C:29]([CH3:30])[C:27](=[O:28])[NH:26][C:24]1=[O:25]>>[Cl:2][C:3]1[CH:8]=[C:7]([CH3:9])[C:6]([S:10]([N:13]2[CH2:18][CH2:17][N:16]([C:33](=[O:34])[CH2:32][N:23]3[CH:31]=[C:29]([CH3:30])[C:27](=[O:28])[NH:26][C:24]3=[O:25])[CH2:15][C:14]2=[O:19])(=[O:11])=[O:12])=[C:5]([N+:20]([O-:22])=[O:21])[CH:4]=1

Participants

3

Reactant 2

HCID 8537532-(5-Methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)acetic acidHCID 68798772HCID 68798772, compound

Product 1

HCID 22222423HCID 22222423, compoundYield 91.3%

Procedure

The title compound (913 mg, 91%) was synthesized by reaction of 1-(4-chloro-6-methyl-2-nitro-benzenesulfonyl)-piperazin-2-one HCl salt (740 mg, 2.0 mmol) with (thymin-1-yl)-acetic acid (368 mg, 2.0 mmol) as per the procedure of example 64. 1H-NMR (500 MHz; DMSO-d6) δ 11.34 (s, 0.6H), 11.32 (s, 0.4H), 8.19 (s, 1H), 7.95 (s, 1H), 7.34 (s, 0.6H), 7.28 (s, 0.4H), 4.67 (s, 1.2H), 4.59 (s, 0.8H), 4.40 (s, 0.8H), 4.26 (s, 1.2H), 3.99 (m, 1.2H), 3.92 (m, 1.2H), 3.82 (s, 1.6H), 2.64 (s, 3H), 1.74 (s, 3H).

Sources & evidence

ORD record
ord-9921979090ec4dd688178ce0c3757b8d
Source dataset
uspto-grants-2006_04
Patent number
US07022851B2

Reaction notes

Loading…