HCID 86648527, compound → HCID 86648533, compound

HRID 43525Notes

Reaction equation

HRID 43525 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][C@H:7]([NH:10][C:11]([C:13]2[NH:14][C:15]([CH2:19][CH3:20])=[C:16]([Cl:18])[N:17]=2)=[O:12])[C@H:6]([O:21][CH3:22])[CH2:5]1)(=[S:3])[NH2:2].Br[CH:24]([CH2:34][CH3:35])[C:25](=O)[C:26]([O:28][CH2:29][CH2:30][CH2:31][CH3:32])=[O:27]>>[Cl:18][C:16]1[N:17]=[C:13]([C:11]([NH:10][C@H:7]2[CH2:8][CH2:9][N:4]([C:1]3[S:3][C:24]([CH2:34][CH3:35])=[C:25]([C:26]([O:28][CH2:29][CH2:30][CH2:31][CH3:32])=[O:27])[N:2]=3)[CH2:5][C@H:6]2[O:21][CH3:22])=[O:12])[NH:14][C:15]=1[CH2:19][CH3:20]

Participants

3

Reactant 2

HCID 86648527HCID 86648527, compound2×HCID 86648534Butyl 3-bromo-2-oxopentanoate

Product 1

HCID 86648533HCID 86648533, compoundYield 78%

Procedure

The same operation as in Example (22b) was performed using cis(±)-N-(1-carbamothioyl-3-methoxypiperidin-4-yl)-4-chloro-5-ethyl-1H-imidazole-2-carboxamide obtained by the method described in Example (65c) (78.5 mg, 0.23 mmol) and butyl 3-bromo-2-oxopentanoate obtained in Example (110a) (95 mg, 0.38 mmol), to obtain 87.8 mg of the title compound (78%).

Workup

  1. customobtained by the method

Sources & evidence

ORD record
ord-aec7c5ed954d4cf9842016ff81c31d33
Source dataset
uspto-grants-2013_09
Patent number
US08536197B2

Reaction notes

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