5-Carbethoxyuracil → HCID 67028868, compound

HRID 455068Notes

Reaction equation

HRID 455068 reaction equation
Cl.Cl[CH2:3][C:4]1[N:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]2=[N:6][C:5]=1[C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=1.[O:20]=[C:21]1[NH:26][C:25](=[O:27])[C:24]([C:28]([O:30][CH2:31][CH3:32])=[O:29])=[CH:23][NH:22]1>>[Cl:19][C:16]1[CH:17]=[CH:18][C:13]([C:5]2[N:6]=[C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][N:8]3[C:4]=2[CH2:3][N:22]2[CH:23]=[C:24]([C:28]([O:30][CH2:31][CH3:32])=[O:29])[C:25](=[O:27])[NH:26][C:21]2=[O:20])=[CH:14][CH:15]=1

Participants

3

Reactant 2

HCID 1014115-CarbethoxyuracilHCID 670287193-(Chloromethyl)-2-(4-chlorophenyl)imidazo[1,2-a]pyridine hydrochloride

Product 1

HCID 67028868HCID 67028868, compound

Procedure

The title compound was prepared according to Method B and the experimentals described for compound 92 from 3-(chloromethyl)-2-(4-chlorophenyl)imidazo[1,2-a]pyridine hydrochloride and ethyl 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate. M/e+ 425 for C21H18ClN4O4 (M+H)+; 1H-NMR (400 MHz, CDCl3) δ 9.72 (s, 1H), 8.32 (d, J=6.9 Hz, 1H), 7.67 (m, 4H), 7.48 (d, J=8.4 Hz, 2H), 7.31 (t, J=7.3 Hz, 1H), 6.93 (t, J=6.96 Hz, 1H), 5.49 (s, 2H), 4.10 (q, J=6.9 Hz, 2H), 1.16 (t, J=6.9 Hz, 3H) ppm.

Sources & evidence

ORD record
ord-6e0b889becf24b6a9a2340cb18fca076
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Reaction notes

Loading…