2-(5-Methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)acetic acid → HCID 22222404, compound

HRID 1794940Notes

Reaction equation

HRID 1794940 reaction equation
[CH2:1]([O:3][C:4](=[O:23])[CH2:5][NH:6][CH2:7][CH2:8][NH:9][S:10]([C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=1[N+:20]([O-:22])=[O:21])(=[O:12])=[O:11])[CH3:2].[N:24]1([CH2:33][C:34](O)=[O:35])[CH:32]=[C:30]([CH3:31])[C:28](=[O:29])[NH:27][C:25]1=[O:26]>>[CH2:1]([O:3][C:4](=[O:23])[CH2:5][N:6]([CH2:7][CH2:8][NH:9][S:10]([C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=1[N+:20]([O-:22])=[O:21])(=[O:12])=[O:11])[C:34](=[O:35])[CH2:33][N:24]1[CH:32]=[C:30]([CH3:31])[C:28](=[O:29])[NH:27][C:25]1=[O:26])[CH3:2]

Participants

3

Reactant 2

HCID 8537532-(5-Methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)acetic acidHCID 22222419HCID 22222419, compound

Product 1

HCID 22222404HCID 22222404, compoundYield 92.5%

Procedure

The title compound (2.46 g, 92%) was synthesized by the reaction of N-[2-(4-chloro-2-nitro-benzenesulfonylamino)-ethyl]-glycine ethyl ester (1.84 g, 5 mmol) and (thymin-1-yl)-acetic acid (0.92 g, 5 mmol) as per the procedure of example 46. 1H-NMR (500 MHz; DMSO-d6) δ 11.31 (s, 0.6H), 11.28 (s, 0.4H), 8.31˜7.95 (m, 4H), 7.31 (s, 0.6H), 7.23 (s, 0.4H), 4.64 (s, 1.2H), 4.46 (s, 0.8H), 4.28 (s, 0.8H), 4.16 (q. 0.8H), 4.07 (q. 1.2H), 4.00 (s, 1.2H), 3.49 (t, 1.2H), 3.22 (q, 1.2H), 3.12˜3.01 (m, 1.6H), 1.74 (s, 3H), 1.22 (t, 1.2H), 1.17 (t, 1.8H).

Sources & evidence

ORD record
ord-ee11fa1058f34882b9d6011eb5ede35c
Source dataset
uspto-grants-2006_04
Patent number
US07022851B2

Reaction notes

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