Water → 2-(Chloromethyl)pyrimidin-4-amine

Solutions of 2-chloroacrylonitrile (15.7 g.) in acetonitrile (20 ml.) and 1,5-diazabicyclo[5,4,0]undec-5-ene (27 g.) in acetonitrile (20 ml.) were added simultaneously over 30 minutes to a stirred, ice-cooled solution of 2-chloroacetamidine hydrochloride (19.2 g.) and 1,5-diazabicyclo[5,4,0]undec-5-ene (22.5 g.) in acetonitrile (200 ml.), keeping the temperature below 30° and the mixture stirred a further 4 hours at room temperature after the addition was complete. The resulting mixture was stirred with a mixture of water (100 ml.) and ethyl acetate (200 ml.) and then filtered through a pad of diatomaceous earth and the ethyl acetate phase separated. The aqueous phase was further extracted with ethyl acetate (2×100 ml.) and the combined ethyl acetate extracts dried and evaporated to dryness to give 4-amino-2-chloromethylpyrimidine (14.5 g.) which was used without further purification.

1. customthe temperature below 30°
2. additionafter the addition
3. filtrationfiltered through a pad of diatomaceous earth
4. customthe ethyl acetate phase separated
5. extractionThe aqueous phase was further extracted with ethyl acetate (2×100 ml.)
6. dry with materialthe combined ethyl acetate extracts dried
7. customevaporated to dryness

ORD-Eintrag

ord-d379ca8e368145aa8aefd364bb8f4eb7

Quelldatensatz

uspto-grants-1986_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04604465