Reaktion #46490

Reaktionsgleichung

2-amino-3-(hydroxymethyl)pyridine

bromine

→

title compound

Ausbeute 161.9%

2-Amino-5-bromo-3-(hydroxymethyl)pyridine hydrobromide

Ausbeute 161.9%

Lösungsmittel

HOAc

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeto form during the addition
2. 2
   SonstigeAn exotherm to 36° C. was controlled with an ice bath
3. 3
   workup.ADDITIONAfter the addition
4. 4
   FiltrationThe yellow precipitate was filtered
5. 5
   Waschenwashed with ether
6. 6
   Sonstigeair-dried

Vorschrift

To a stirred solution of 2-amino-3-(hydroxymethyl)pyridine (156 g, 1.257 mole) in HOAc (2.5 L) at ambient temperature was added bromine (64.1 mL, 1.257 mole) dropwise over 1 hr. A suspension began to form during the addition. An exotherm to 36° C. was controlled with an ice bath. After the addition, the reaction mixture was stirred at ambient temperature overnight. The yellow precipitate was filtered, washed with ether and air-dried to give the title compound (289 g, 81%): MS (ES) m/e 203.2 (M+H)+; 1H NMR (400 MHz, DMSO-d6, free base) δ 7.89 (d, J=2.3 Hz, 1 H), 7.52 (s, 1 H), 5.92 (br s, 2 H), 5.29 (br s, 1 H), 4.30 (s, 2 H).

Quelle