Bromomethylcyclopropane → HCID 58031552, compound

HRID 560683Notes

Reaction equation

HRID 560683 reaction equation
C1(CBr)CC1.Br[CH2:7][CH:8]1[CH2:11][CH2:10][CH2:9]1.[CH3:12][C:13]1[N:14]=[C:15]([N:23]2[CH2:27][CH2:26][NH:25][C:24]2=[O:28])[S:16][C:17]=1[C:18]([O:20][CH2:21][CH3:22])=[O:19]>>[CH:8]1([CH2:7][N:25]2[CH2:26][CH2:27][N:23]([C:15]3[S:16][C:17]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[C:13]([CH3:12])[N:14]=3)[C:24]2=[O:28])[CH2:11][CH2:10][CH2:9]1

Participants

4

Reactant 3

HCID 81503BromomethylcyclopropaneHCID 2734658(Bromomethyl)cyclobutaneHCID 57919776Ethyl 4-methyl-2-(2-oxoimidazolidin-1-yl)thiazole-5-carboxylate

Product 1

HCID 58031552HCID 58031552, compoundYield 88%

Procedure

Following the procedure as described in Example 10, making variations as required to replace cyclopropylmethyl bromide with (bromomethyl)cyclobutane to react with ethyl 4-methyl-2-(2-oxoimidazolidin-1-yl)thiazole-5-carboxylate, the title compound was obtained in 88% yield: 1NMR (300 MHZ, CDCl3) δ 4.29-3.96 (m, 4H), 3.60-3.23 (m, 4H), 2.63-2.48 (m, 4H), 2.09-2.02 (m, 2H), 1.93-1.83 (m, 2H), 1.77-1.68 (m, 2H), 1.26 (t, J=7.3 Hz, 3H); MS (ES+) m/z 324.3 (M+1).

Sources & evidence

ORD record
ord-cb7582119cc347dcb9be395920ef1bd8
Source dataset
uspto-grants-2011_11
Patent number
US08063084B2

Reaction notes

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