Methyl 3-((3-(5-(benzylcarbamoyl)-4-methylthiazol-2-yl)-2-oxoimidazolidin-1-yl)methyl)benzoate → HCID 59481223, compound

HRID 560791Notes

Reaction equation

HRID 560791 reaction equation
[CH2:1]([NH:8][C:9]([C:11]1[S:15][C:14]([N:16]2[CH2:20][CH2:19][N:18]([CH2:21][C:22]3[CH:23]=[C:24]([CH:30]=[CH:31][CH:32]=3)[C:25]([O:27]CC)=[O:26])[C:17]2=[O:33])=[N:13][C:12]=1[CH3:34])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(NC(C1SC(N2CCN(CC3C=C(C=CC=3)C(OC)=O)C2=O)=NC=1C)=O)C1C=CC=CC=1>>[CH2:1]([NH:8][C:9]([C:11]1[S:15][C:14]([N:16]2[CH2:20][CH2:19][N:18]([CH2:21][C:22]3[CH:23]=[C:24]([CH:30]=[CH:31][CH:32]=3)[C:25]([OH:27])=[O:26])[C:17]2=[O:33])=[N:13][C:12]=1[CH3:34])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 59481193Methyl 3-((3-(5-(benzylcarbamoyl)-4-methylthiazol-2-yl)-2-oxoimidazolidin-1-yl)methyl)benzoateHCID 59481231HCID 59481231, compound

Product 1

HCID 59481223HCID 59481223, compoundYield 85%

Procedure

Following the procedure as described in Example 25, making variations as required to replace ethyl 3-((3-(5-(benzylcarbamoyl)-4-methylthiazol-2-yl)-2-oxoimidazolidin-1-yl)methyl)benzoate with methyl 3-((3-(5-(benzylcarbamoyl)-4-methylthiazol-2-yl)-2-oxoimidazolidin-1-yl)methyl)benzoate, the title compound was obtained as a colorless solid in 85% yield: mp 143-145° C. (methanol/hexanes); 1H NMR (300 MHz, DMSO-d6) δ 8.55 (t, J=5.9 Hz, 1H), 7.89-7.87 (m, 2H), 7.58-7.46 (m, 2H), 7.37-7.20 (m, 5H), 4.51 (s, 2H), 4.38 (d, J=5.9 Hz, 2H), 4.04-3.98 (m, 2 H), 3.50-3.3.45 (m, 2H), 2.47 (s, 3H); MS (ES+) m/z 451.2 (M+1).

Sources & evidence

ORD record
ord-c19b24ec67214cc1bd6bd8d0f317d4d9
Source dataset
uspto-grants-2011_11
Patent number
US08063084B2

Reaction notes

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