Reaktion #163107

Reaktionsgleichung

EtOAc

6-bromopyridin-2-amine

sodium tert-butoxide

4-fluorobenzylchloride

→

title compound

Ausbeute 63.0%

6-Bromo-N-(4-fluorobenzyl)pyridin-2-amine

Ausbeute 63.0%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenthe mixture was washed with brine
2. 2
   Einengenwas concentrated

Vorschrift

To a suspension of 6-bromopyridin-2-amine (500 mg, 2.89 mmol), sodium tert-butoxide (695 mg, 7.24 mmol) in anhydrous toluene (20 ml) was added 4-fluorobenzylchloride (415 mg, 2.90 mmol) at room temperature. The reaction mixture was heated at 100° C. overnight. EtOAc was added and the mixture was washed with brine and was concentrated. Flash chromatography (10-14% EtOAc in hexanes) gave the title compound (506 mg, 63%). 1H NMR (CDCl3) δ 4.40 (m, 2H), 4.95 (br s, 1H), 6.20 (m, 1H), 6.73 (m, 1H), 7.00 (m, 2H), 7.25 (m, 3H).

Quelle