Ethyl 3-methyl-5-(2-oxo-3-(4-(trifluoromethyl)benzyl)imidazolidin-1-yl)thiophene-2-carboxylate → 2-(3-(4-fluorobenzyl)-2-oxotetrahydropyrimidin-1(2H)-yl)-4-methylthiazole-5-carboxylic acid

HRID 560723Notes

Reaction equation

HRID 560723 reaction equation
CC1C=C(N2CCN(CC3C=CC(C(F)(F)F)=CC=3)C2=O)SC=1C(OCC)=O.[F:29][C:30]1[CH:54]=[CH:53][C:33]([CH2:34][N:35]2[CH2:40][CH2:39][CH2:38][N:37]([C:41]3[S:42][C:43]([C:47]([O:49]CC)=[O:48])=[C:44]([CH3:46])[N:45]=3)[C:36]2=[O:52])=[CH:32][CH:31]=1>>[F:29][C:30]1[CH:31]=[CH:32][C:33]([CH2:34][N:35]2[CH2:40][CH2:39][CH2:38][N:37]([C:41]3[S:42][C:43]([C:47]([OH:49])=[O:48])=[C:44]([CH3:46])[N:45]=3)[C:36]2=[O:52])=[CH:53][CH:54]=1

Participants

3

Reactant 2

HCID 58031427Ethyl 3-methyl-5-(2-oxo-3-(4-(trifluoromethyl)benzyl)imidazolidin-1-yl)thiophene-2-carboxylateHCID 58031526ethyl 2-(3-(4-fluorobenzyl)-2-oxotetrahydropyrimidin-1(2H)-yl)-4-methylthiazole-5-carboxylate

Product 1

HCID 580316052-(3-(4-fluorobenzyl)-2-oxotetrahydropyrimidin-1(2H)-yl)-4-methylthiazole-5-carboxylic acidYield 96%

Procedure

Following the procedure as described in Example 14, making variations as required to replace ethyl 3-methyl-5-(2-oxo-3-(4-(trifluoromethyl)benzyl)imidazolidin-1-yl)thiophene-2-carboxylate with ethyl 2-(3-(4-fluorobenzyl)-2-oxotetrahydropyrimidin-1(2H)-yl)-4-methylthiazole-5-carboxylate, the title compound was obtained as a colorless solid in 96% yield: MS (ES+) m/z 350.1 (M+1).

Sources & evidence

ORD record
ord-b6fbcd738bf7496ea696877ecfa4f2d0
Source dataset
uspto-grants-2011_11
Patent number
US08063084B2

Reaction notes

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