2-(5-Methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)acetic acid → HCID 21092767, compound

HRID 1348974Notes

Reaction equation

HRID 1348974 reaction equation
[CH2:1]([O:3][C:4](=[O:26])[CH2:5][NH:6][CH2:7][CH2:8][NH:9][S:10]([C:13]1[S:14][C:15]([C:18]2[CH:23]=[C:22]([Cl:24])[CH:21]=[CH:20][C:19]=2[Cl:25])=[N:16][N:17]=1)(=[O:12])=[O:11])[CH3:2].[N:27]1([CH2:36][C:37](O)=[O:38])[CH:35]=[C:33]([CH3:34])[C:31](=[O:32])[NH:30][C:28]1=[O:29]>>[CH2:1]([O:3][C:4](=[O:26])[CH2:5][N:6]([CH2:7][CH2:8][NH:9][S:10]([C:13]1[S:14][C:15]([C:18]2[CH:23]=[C:22]([Cl:24])[CH:21]=[CH:20][C:19]=2[Cl:25])=[N:16][N:17]=1)(=[O:12])=[O:11])[C:37](=[O:38])[CH2:36][N:27]1[CH:35]=[C:33]([CH3:34])[C:31](=[O:32])[NH:30][C:28]1=[O:29])[CH3:2]

Participants

3

Reactant 2

HCID 8537532-(5-Methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)acetic acidHCID 21092765HCID 21092765, compound

Product 1

HCID 21092767HCID 21092767, compound

Procedure

The title compound was synthesized by the reaction of N-{2-[5-(2,5-dichlorophenyl)-1,3,4-thiadiazole-2-sulfonylamino]-ethyl}-glycine ethyl ester with (thymin-1-yl)-acetic acid as per the procedure of example 13. 1H NMR (500 MHz; DMSO-d6) δ 11.27 (s, 0.6H), 11.25 (s, 0.4H), 9.13 (brs, 1H), 8.26 (d, 0.4H), 8.25 (d, 0.6H), 7.81–7.74 (m, 2H), 7.32 (s, 0.6H), 7.23 (s, 0.4H), 4.63 (s, 1.2H), 4.47 (s, 0.8H), 4.32 (s, 0.8H), 4.16 (q, 0.8H), 4.06 (q, 1.2H), 4.04 (s, 1.2H), 3.55 (t, 1.2H), 3.45–3.38 (m, 2H), 3.25 (t, 0.8H), 1.73 (s, 3H), 1.22 (t, 1.2H), 1.16 (t, 1.8H).

Sources & evidence

ORD record
ord-88fe324379e9425f9ce02555df9775a0
Source dataset
uspto-grants-2007_05
Patent number
US07211668B2

Reaction notes

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