2-(5-Methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)acetic acid → HCID 22222418, compound

HRID 1794955Notes

Reaction equation

HRID 1794955 reaction equation
Cl.[N+:2]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([N:14]2[CH2:19][CH2:18][NH:17][CH2:16][C:15]2=[O:20])(=[O:13])=[O:12])=[CH:7][CH:6]=1)([O-:4])=[O:3].[N:21]1([CH2:30][C:31](O)=[O:32])[CH:29]=[C:27]([CH3:28])[C:25](=[O:26])[NH:24][C:22]1=[O:23]>>[N+:2]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([N:14]2[CH2:19][CH2:18][N:17]([C:31](=[O:32])[CH2:30][N:21]3[CH:29]=[C:27]([CH3:28])[C:25](=[O:26])[NH:24][C:22]3=[O:23])[CH2:16][C:15]2=[O:20])(=[O:13])=[O:12])=[CH:7][CH:6]=1)([O-:4])=[O:3]

Participants

3

Reactant 2

HCID 8537532-(5-Methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)acetic acidHCID 68798853HCID 68798853, compound

Product 1

HCID 22222418HCID 22222418, compoundYield 95.6%

Procedure

The title compound (151 mg, 95%) was synthesized by reaction of 1-(4-nitro-benzenesulfonyl)-piperazin-2-one HCl salt (113 mg, 0.35 mmol) with (thymin-1-yl)-acetic acid (64 mg, 0.35 mmol) as per the procedure of example 64. 1H-NMR (500 MHz; DMSO-d6) δ 11.31 (s, 0.6H), 11.29 (s, 0.4H), 8.44 (d, 2H), 8.29 (d, 2H), 7.34 (s, 0.6H), 7.27 (s, 0.4H), 4.64 (s, 1.2H), 4.55 (s, 0.8H), 4.33 (s, 0.8H), 4.18 (s, 1.2H), 4.14 (t, 1.2H), 4.00 (t, 0.8H), 3.90 (t, 1.2H), 3.80 (t, 0.8H), 1.74 (s, 3H).

Sources & evidence

ORD record
ord-f0584d8a90f54c438805d1161dc9625d
Source dataset
uspto-grants-2006_04
Patent number
US07022851B2

Reaction notes

Loading…