1-Aminopentan-2-one hydrochloride → ethyl 5-propyl-1H-imidazole-2-carboxylate

HRID 1424962Notes

Reaction equation

HRID 1424962 reaction equation
Cl.[NH2:2][CH2:3][C:4](=O)[CH2:5][CH2:6][CH3:7].F[B-](F)(F)F.[NH:14]=[C:15](SC)[C:16]([O:18][CH2:19][CH3:20])=[O:17]>>[CH2:5]([C:4]1[NH:14][C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[N:2][CH:3]=1)[CH2:6][CH3:7]

Participants

3

Reactant 2

HCID 125517611-Aminopentan-2-one hydrochlorideHCID 86648451Ethyl imino(methylthio)acetate tetrafluoroborate

Product 1

HCID 14990234ethyl 5-propyl-1H-imidazole-2-carboxylate

Procedure

The same operation as in Example (1b) was performed using 1-amino-pentan-2-one hydrochloride obtained in Example (46a) (about 16.8 mmol) and ethyl imino(methylthio)acetate tetrafluoroborate obtained according to a method known in the literature (J. Med. Chem., 38, 1995, 2196-2201) (about 22.4 mmol), to obtain 2.61 g of the title compound as a brown foamy substance (86%).

Workup

  1. customobtained

Sources & evidence

ORD record
ord-92d925dc8cfb4b23a793953dc32550b1
Source dataset
uspto-grants-2015_01
Patent number
US08927588B2

Reaction notes

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