Ethyl 3-methyl-5-(2-oxo-3-(4-(trifluoromethyl)benzyl)imidazolidin-1-yl)thiophene-2-carboxylate → 2-(3-(Isoquinolin-1-ylmethyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acid

HRID 2067486Notes

Reaction equation

HRID 2067486 reaction equation
CC1C=C(N2CCN(CC3C=CC(C(F)(F)F)=CC=3)C2=O)SC=1C(OCC)=O.[C:29]1([CH2:39][N:40]2[CH2:44][CH2:43][N:42]([C:45]3[S:46][C:47]([C:51]([O:53]CC)=[O:52])=[C:48]([CH3:50])[N:49]=3)[C:41]2=[O:56])[C:38]2[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=2)[CH:32]=[CH:31][N:30]=1>>[C:29]1([CH2:39][N:40]2[CH2:44][CH2:43][N:42]([C:45]3[S:46][C:47]([C:51]([OH:53])=[O:52])=[C:48]([CH3:50])[N:49]=3)[C:41]2=[O:56])[C:38]2[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=2)[CH:32]=[CH:31][N:30]=1

Participants

3

Reactant 2

HCID 58031427Ethyl 3-methyl-5-(2-oxo-3-(4-(trifluoromethyl)benzyl)imidazolidin-1-yl)thiophene-2-carboxylateHCID 58031516Ethyl 2-(3-(isoquinolin-1-ylmethyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylate

Product 1

HCID 580314282-(3-(Isoquinolin-1-ylmethyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acidYield 75%

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-(isoquinolin-1-ylmethyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylate, the title compound was obtained as a colorless solid in 75% yield: MS (ES+) m/z 369.1 (M+1).

Sources & evidence

ORD record
ord-4ed2b42bb5a14b1eb7816a9c15e1727e
Source dataset
uspto-grants-2012_10
Patent number
US08293768B2

Reaction notes

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