Methanamine, N-methoxy-, hydrochloride (1:1) → 3-Chloro-N-methoxy-N-methylpyrazine-2-carboxamide

To a suspension of 3-chloropyrazine-2-carboxylic acid (5.46 g) in THF (100 mL) was added CDT (6.14 g) at room temperature, and the mixture was stirred at room temperature for 30 min and heated to 50° C. After stirring at 50° C. for 1 h, the mixture was cooled to room temperature. To the mixture were added N,O-dimethylhydroxylamine hydrochloride (5.04 g) and DIPEA (9.02 mL) at room temperature, and the mixture was stirred at room temperature overnight. The mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (AcOEt/hexane) to give the title compound (3.05 g).

1. additionwas added CDT (6.14 g) at room temperature
2. temperatureheated to 50° C
3. stirringAfter stirring at 50° C. for 1 h
4. temperaturethe mixture was cooled to room temperature
5. stirringthe mixture was stirred at room temperature overnight
6. concentrationThe mixture was concentrated under reduced pressure
7. customThe residue was purified by silica gel column chromatography (AcOEt/hexane)

ORD-Eintrag

ord-e505fdd13f504d33934ab3852f3f9bd8

Quelldatensatz

uspto-grants-2015_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09029536B2