Methanol → 2-Iodo-6-methoxypyrazine

2,6-Diiodopyrazine (6.06 g. 18.2 mmol) was added to a solution of sodium (0.42 g, 18.2 mmol) in methanol (45 ml) and heated under reflux for 3.5 h. Water (150 ml) was added and extracted With ether (3×150 ml). The combined extracts were dried (Na2SO4) and the residue remaining after removal of the solvent was chromatographed through silica gel eluting with ether/petroleum ether (50:50) to give 2-methoxy-6-iodopyrazine (4.17 g); δ (360 MHz, CDCl3) 3.95(3H,s,OMe); 8.18(1H,s,pyrazine-H); 8.45(1H,s,pyrazine-H).

1. temperatureheated
2. temperatureunder reflux for 3.5 h
3. extractionextracted With ether (3×150 ml)
4. dry with materialThe combined extracts were dried (Na2SO4)
5. customafter removal of the solvent
6. customwas chromatographed through silica gel eluting with ether/petroleum ether (50:50)

ORD record

ord-97e6f2579f7748a484590a600ea5eff8

Source dataset

uspto-grants-1993_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05260293