Butyl 3-bromo-2-oxopentanoate → HCID 86648543, compound

HRID 43532Notes

Reaction equation

HRID 43532 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][CH2:22][CH3:23])[CH2:5]1)(=[S:3])[NH2:2].Br[CH:25]([CH2:35][CH3:36])[C:26](=O)[C:27]([O:29][CH2:30][CH2:31][CH2:32][CH3:33])=[O:28]>>[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:25]([CH2:35][CH3:36])=[C:26]([C:27]([O:29][CH2:30][CH2:31][CH2:32][CH3:33])=[O:28])[N:2]=3)[CH2:5][C@H:6]2[O:21][CH2:22][CH3:23])=[O:12])[NH:14][C:15]=1[CH2:19][CH3:20]

Participants

3

Reactant 2

HCID 86648534Butyl 3-bromo-2-oxopentanoateHCID 86648544HCID 86648544, compound

Product 1

HCID 86648543HCID 86648543, compoundYield 89%

Procedure

The same operation as in Example (22b) was performed using cis(±)-N-(1-carbamothioyl-3-ethoxypiperidin-4-yl)-4-chloro-5-ethyl-1H-imidazole-2-carboxamide obtained in Example (76b) (104 mg, 0.29 mmol) and butyl 3-bromo-2-oxopentanoate obtained by the method described in Example (110a) (113 mg, 0.45 mmol), to obtain 132.1 mg of the title compound (89%).

Workup

  1. customobtained by the method

Sources & evidence

ORD record
ord-13cc6d5410c74dc6827049ba84b50e89
Source dataset
uspto-grants-2013_09
Patent number
US08536197B2

Reaction notes

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