Ethyl 3-methyl-5-(2-oxo-3-(4-(trifluoromethyl)benzyl)imidazolidin-1-yl)thiophene-2-carboxylate → 2-(3-(Benzo[c][1,2,5]oxadiazol-5-ylmethyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acid

HRID 2067490Notes

Reaction equation

HRID 2067490 reaction equation
CC1C=C(N2CCN(CC3C=CC(C(F)(F)F)=CC=3)C2=O)SC=1C(OCC)=O.[N:29]1[O:30][N:31]=[C:32]2[CH:37]=[C:36]([CH2:38][N:39]3[CH2:43][CH2:42][N:41]([C:44]4[S:45][C:46]([C:50]([O:52]CC)=[O:51])=[C:47]([CH3:49])[N:48]=4)[C:40]3=[O:55])[CH:35]=[CH:34][C:33]=12>>[N:29]1[O:30][N:31]=[C:32]2[CH:37]=[C:36]([CH2:38][N:39]3[CH2:43][CH2:42][N:41]([C:44]4[S:45][C:46]([C:50]([OH:52])=[O:51])=[C:47]([CH3:49])[N:48]=4)[C:40]3=[O:55])[CH:35]=[CH:34][C:33]=12

Participants

3

Reactant 2

HCID 58031427Ethyl 3-methyl-5-(2-oxo-3-(4-(trifluoromethyl)benzyl)imidazolidin-1-yl)thiophene-2-carboxylateHCID 58031450Ethyl 2-(3-(benzo[c][1,2,5]oxadiazol-5-ylmethyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylate

Product 1

HCID 580313932-(3-(Benzo[c][1,2,5]oxadiazol-5-ylmethyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acidYield 89%

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-(benzo[c][1,2,5]oxadiazol-5-ylmethyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylate, the title compound was obtained as a colorless solid in 89% yield: MS (ES+) m/z 360.1 (M+1).

Sources & evidence

ORD record
ord-04b881ccde6e408b8491a5b1345295d5
Source dataset
uspto-grants-2012_10
Patent number
US08293768B2

Reaction notes

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