Ethyl 3-methyl-5-(2-oxo-3-(4-(trifluoromethyl)benzyl)imidazolidin-1-yl)thiophene-2-carboxylate → 2-(3-(5-(Benzylcarbamoyl)-4-methylthiazol-2-yl)-2-oxoimidazolidin-1-yl)acetic acid

HRID 560722Notes

Reaction equation

HRID 560722 reaction equation
CC1C=C(N2CCN(CC3C=CC(C(F)(F)F)=CC=3)C2=O)SC=1C(OCC)=O.[CH2:29]([NH:36][C:37]([C:39]1[S:43][C:42]([N:44]2[CH2:48][CH2:47][N:46]([CH2:49][C:50]([O:52]CC)=[O:51])[C:45]2=[O:55])=[N:41][C:40]=1[CH3:56])=[O:38])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>>[CH2:29]([NH:36][C:37]([C:39]1[S:43][C:42]([N:44]2[CH2:48][CH2:47][N:46]([CH2:49][C:50]([OH:52])=[O:51])[C:45]2=[O:55])=[N:41][C:40]=1[CH3:56])=[O:38])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1

Participants

3

Reactant 2

HCID 58031427Ethyl 3-methyl-5-(2-oxo-3-(4-(trifluoromethyl)benzyl)imidazolidin-1-yl)thiophene-2-carboxylateHCID 59481247Ethyl 2-(3-(5-(benzylcarbamoyl)-4-methylthiazol-2-yl)-2-oxoimidazolidin-1-yl)acetate

Product 1

HCID 594812672-(3-(5-(Benzylcarbamoyl)-4-methylthiazol-2-yl)-2-oxoimidazolidin-1-yl)acetic 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-(5-(benzylcarbamoyl)-4-methylthiazol-2-yl)-2-oxoimidazolidin-1-yl)acetate, the title compound was obtained as a colorless solid in 89% yield: 1H NMR (300 MHz, CDCl3) δ 7.37-7.27 (m, 5H), 6.06 (t, J=5.4 Hz, 1H), 4.56 (d, J=5.4 Hz, 2H), 4.17-4.07 (m, 4H), 3.70 (t. J=8.1 Hz, 2H), 2.59 (s, 3H); MS (ES+) m/z 258.2 (M+1).

Sources & evidence

ORD record
ord-365d7f6506204676a420dd8494caf2a1
Source dataset
uspto-grants-2011_11
Patent number
US08063084B2

Reaction notes

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