2-(5-Methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)acetic acid → HCID 22222437, compound

HRID 1794952Notes

Reaction equation

HRID 1794952 reaction equation
Cl.[CH3:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([N:12]2[CH2:17][CH2:16][NH:15][CH2:14][C:13]2=[O:18])(=[O:11])=[O:10])=[C:5]([N+:19]([O-:21])=[O:20])[CH:4]=1.[N:22]1([CH2:31][C:32](O)=[O:33])[CH:30]=[C:28]([CH3:29])[C:26](=[O:27])[NH:25][C:23]1=[O:24]>>[CH3:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([N:12]2[CH2:17][CH2:16][N:15]([C:32](=[O:33])[CH2:31][N:22]3[CH:30]=[C:28]([CH3:29])[C:26](=[O:27])[NH:25][C:23]3=[O:24])[CH2:14][C:13]2=[O:18])(=[O:10])=[O:11])=[C:5]([N+:19]([O-:21])=[O:20])[CH:4]=1

Participants

3

Reactant 2

HCID 8537532-(5-Methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)acetic acidHCID 68802288HCID 68802288, compound

Product 1

HCID 22222437HCID 22222437, compoundYield 95.4%

Procedure

The title compound (888 mg, 95%) was synthesized by reaction of 1-(4-methyl-2-nitro-benzenesulfonyl)-piperazin-2-one HCl salt (672 mg, 2.0 mmol) with (thymin-1-yl)-acetic acid (369 mg, 2.0 mmol) as per the procedure of example 64. 1H-NMR (500 MHz; DMSO-d6) δ 11.33 (s, 0.6H), 11.32(s, 0.4H), 8.22(m, 1H), 7.96(s, 1H), 7.78(m, 1H), 7.35(s, 0.6H), 7.28(s, 0.4H), 4.66(s, 1.2H), 4.58 (s, 0.8H), 4.39 (s, 0.8H), 4.24 (s, 1.2H), 4.01 (m, 1.2H), 3.93 (m, 1.2H), 3.88˜3.81 (m, 1.6H), 2.49 (s, 3H), 1.74 (s, 3H).

Sources & evidence

ORD record
ord-17c7133fdae4498ba94b72ea7badc97f
Source dataset
uspto-grants-2006_04
Patent number
US07022851B2

Reaction notes

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