Ethyl 4-methyl-2-(2-oxo-3-phenylimidazolidin-1-yl)thiazole-5-carboxylate → HCID 58031629, compound

HRID 560610Notes

Reaction equation

HRID 560610 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([N:12]2[CH2:16][CH2:15][N:14]([C:17]3C=CC=[CH:19][CH:18]=3)[C:13]2=[O:23])[S:5][C:6]=1[C:7]([O:9]CC)=[O:8].CC1N=C(N2CCN(CCC)C2=O)SC=1C(OCC)=O>>[CH3:1][C:2]1[N:3]=[C:4]([N:12]2[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][CH3:19])[C:13]2=[O:23])[S:5][C:6]=1[C:7]([OH:9])=[O:8]

Participants

3

Reactant 2

HCID 58031446Ethyl 4-methyl-2-(2-oxo-3-phenylimidazolidin-1-yl)thiazole-5-carboxylateHCID 58031565HCID 58031565, compound

Product 1

HCID 58031629HCID 58031629, compoundYield 94%

Procedure

Following the procedure as described in Example 6, making variations as required to replace ethyl 4-methyl-2-(2-oxo-3-phenylimidazolidin-1-yl)thiazole-5-carboxylate with ethyl 4-methyl-2-(2-oxo-3-propylimidazolidin-1-yl)thiazole-5-carboxylate, the title compound was obtained in 94% yield: 1H NMR (300 MHZ, DMSO-d6) δ 3.98-3.89 (m, 2H), 3.57-3.44 (m, 2H), 3.14 (t, J=7.2 Hz, 2H), 2.45 (s, 3H), 1.54-1.42 (m, 2H), 0.79 (t, J=7.2 Hz, 3H); MS (ES+) m/z 270.2 (M+1).

Sources & evidence

ORD record
ord-e8587d31655a46969579720a3a9d8bdd
Source dataset
uspto-grants-2011_11
Patent number
US08063084B2

Reaction notes

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