Sodium Cyanide → 6-Amino-4-methylnicotinonitrile

A mixture of 2-amino-5-bromo-4-methylpyridine (4.0 g, 21.4 mmol) and copper(I) cyanide (2.2 g, 24.6 mmol) in N,N-dimethylformamide (5 mL) was stirred for 4 h at reflux temperature. The hot mixture was poured into a warm solution of sodium cyanide (4.3 g) in water (13 mL). After the mixture was vigorously shaken, the mixture was extracted with ethyl acetate. The organic extract was washed with 10% aqueous sodium cyanide, saturated brine solution and evaporated. The title compound was obtained as a solid after chromatography on silica gel (15% acetone/hexane); yield 1.81 g (64%).

1. temperatureat reflux temperature
2. stirringAfter the mixture was vigorously shaken
3. extractionthe mixture was extracted with ethyl acetate
4. extractionThe organic extract
5. washwas washed with 10% aqueous sodium cyanide, saturated brine solution
6. customevaporated

ORD-Eintrag

ord-91262695ff1a4c09be98dce544f04b85

Quelldatensatz

uspto-grants-1999_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05972975