ChemicalBook CAS DataBase List 4-METHOXYPYRIDAZINE

4-METHOXYPYRIDAZINE synthesis

6synthesis methods

Product Name:4-METHOXYPYRIDAZINE
CAS Number:20733-11-3
Molecular formula:C5H6N2O
Molecular Weight:110.11

70952-62-4 Synthesis

70952-62-4
82 suppliers
$18.00/250mg

20733-11-3
78 suppliers
$204.00/1g

Yield:20733-11-3 81%

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen;ammonium formate in methanol at 20; under 760.051 Torr;

Steps:

86.1 Step 1 . 4-Methoxypyridazine.

To a solution of 3 ,6-dichloro-4- methoxypyridazine (30 g, 167.59 mmol, 1.00 equiv) and ammonium formate (3 1 g, 491.63 mmol, 2.93 equiv) in MeOH (500 mL) was added 10% palladium on carbon (3 g) catalyst. The mixture was stirred under 1 atmosphere of at rt overnight. The catalyst was removed by filtration and the filtrate was concentrated under vacuum. The residue was triturated in 500 mL of DCM MeOH ( 10: 1 ) and the solid material was filtered out. The filtrate was concentrated under vacuum and the residue was purified on a silica gel column eluted with ethyl acetate/petroleum ether (2:1 to 1: 1) to give 1 5 g (81%) of 4-methoxypyridazine as a brown oil. TLC: petroleum ether: ethyl acetate=2: 1 , Rf=0.1 .

References:

WO2013/127268,2013,A1 Location in patent:Page/Page column 99

123696-02-6 Synthesis