3-Bromo-5-ethylpyridine

Sodium hydroxide (10g, 0.25 mol) and hydrazine monohydrate (10ML) were added to a solution of 3-acetyl-5-bromopyridine (5g, 25 mmol) dissolved in diethylene glycol (18mL). The reaction mixture was heated to 140 C for 6 hours and then partitioned between H2O and Ether. The organic layers were washed with brine, dried over MGS04 and concentrated. The residue was purified by flash silica gel chromatography (0percent to 40percent EtOAc in hexanes) to give the title compound (3 g, 65percent). 1H NMR (400 MHz, CDCI3) : 6 1.26 (t, J=7. 6 Hz, 3 H), 2.65 (q, J=7.6 Hz, 2 H), 7.67 (s, 1H), 8.37 (s, 1 H), 8.51 (s, 1 H).A mixture of NaOH (10 g, 0.25 mol), hydrazine monohydrate (10 mL) and 3-acetyl-5-bromopyridine (5g, 25 mmol) suspended in diethylene glycol (18 mL) was heated to 140 °C for 6 hours. The mixture was cooled to room temperature and partitioned between HCommercially available 3-acetyl-5- bromopyridine (6.53 g, 32.8 mmol), solid NaOH (13.1 g, 326 mmol), and hydrazine hydrate (13 mL) was heated in di ethylene glycol (25 mL) at 140 0C for 4 hours. The reaction mixture Intermediate G5: 5-Ethylpyridine-3-boronic acid;

Molecular Weight:186.05
XLogP3:2.3
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:184.98401
Monoisotopic Mass:184.98401
Topological Polar Surface Area:12.9
Heavy Atom Count:9
Complexity:85
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes