1-Amino-3-methylbutan-2-one hydrochloride → Ethyl 5-isopropyl-1H-imidazole-2-carboxylate

HRID 43463Notes

Reaction equation

HRID 43463 reaction equation
Cl.[NH2:2][CH2:3][C:4](=O)[CH:5]([CH3:7])[CH3:6].F[B-](F)(F)F.[NH:14]=[C:15](SC)[C:16]([O:18][CH2:19][CH3:20])=[O:17]>>[CH3:6][CH:5]([C:4]1[NH:14][C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[N:2][CH:3]=1)[CH3:7]

Participants

3

Reactant 2

HCID 134017361-Amino-3-methylbutan-2-one hydrochlorideHCID 86648451Ethyl imino(methylthio)acetate tetrafluoroborate

Product 1

HCID 68406002Ethyl 5-isopropyl-1H-imidazole-2-carboxylateYield 57%

Procedure

The same operation as in Example (lb) was performed using 1-amino-3-methylbutan-2-one hydrochloride obtained in Example (35c) (about 17.6 mmol) and ethyl imino(methylthio)acetate tetrafluoroborate obtained according to a method known in the literature (J. Med. Chem., 38, 1995, 2196-2201) (about 22 mmol), to obtain 1.83 g of the title compound as a yellow solid (57%).

Workup

  1. customobtained

Sources & evidence

ORD record
ord-e1913cb902234572b3424d0cd3cdcf13
Source dataset
uspto-grants-2013_09
Patent number
US08536197B2

Reaction notes

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