Water → 6-Amino-5-bromopyridine-3-carbonitrile

To a solution of 6-aminonicotinonitrile (3.6 g, 300 mmol) in glacial acetic acid (50 mL) at RT was added sodium acetate (30 mmol). To the resulting well stirred mixture was added bromine (2.58 mL, 30 mmol) dropwise. After 5 min, a precipitate started to form and the mixture became very thick. Acetic acid (10 mL) was added and the mixture was stirred vigorously for 1 h, poured into cold water (100 mL). The mixture was filtered; the solid was washed with water and dried in vacuo to afford 6-amino-5-bromonicotinonitrile (4.25 g) as a solid. LC/MS; (M+H)+=199. Additional solid precipitated from the filtrate after some time which upon filtration and drying gave less pure compound (1.21 g).

1. customto form
2. stirringthe mixture was stirred vigorously for 1 h
3. filtrationThe mixture was filtered
4. washthe solid was washed with water
5. customdried in vacuo

ORDレコード

ord-da45175f809f437abf9b2959b05b93ef

出典データセット

uspto-grants-2012_04

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08148361B2