Hydrochloric Acid → 4-bromo-1-methyl-1H-pyrrole-2-carboxylic acid amide

1-(4-bromo-1-methyl-1H-pyrrol-2-yl)-2,2,2-trifluoroethanone (5.0 g, 19.5 mmol) was dissolved in ammonium hydroxide (72.5 ml, 29.4% aqueous solution) and stirred at room temperature for 45 min. The solution was brought to pH=7 with 2N HCl. The solid precipitate was collected by filtration. The solid was washed with water and dried overnight under reduced pressure at 50° C. The aqueous layer was extracted twice with dichloromethane. The organic phase was concentrated in vacuo to afford more solid. Solid from the filtration and extraction were combined to afford 4-bromo-1-methyl-1H-pyrrole-2-carboxylic acid amide (3.2 g, 81%) as a white solid: LC/MS-ESI observed [M+H]+ 203 and 205.

1. filtrationThe solid precipitate was collected by filtration
2. washThe solid was washed with water
3. customdried overnight under reduced pressure at 50° C
4. extractionThe aqueous layer was extracted twice with dichloromethane
5. concentrationThe organic phase was concentrated in vacuo
6. customto afford more solid
7. filtrationSolid from the filtration and extraction

ORD record

ord-ff70da8183334821a0c211dd8a59e17b

Source dataset

uspto-grants-2014_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08729078B2