Methanol → tert-Butyl [1-(6-methoxypyridazin-3-yl)piperidin-4-yl]carbamate

Participants

Role	Name	HCID	Charge
Reactant	Methanol	HCID 887	—
Reactant	Sodium	HCID 5360545	—
Reactant	4-(Boc-amino)-1-(6-chloro-3-pyridazinyl)piperidine	HCID 37967251	—
Solvent	Water	HCID 962	—
Product	tert-Butyl [1-(6-methoxypyridazin-3-yl)piperidin-4-yl]carbamate	HCID 86625870	75%

Reaction Conditions

Temperature	120 °C

Reaction Steps

tert-Butyl [1-(6-chloropyridazin-3-yl)piperidin-4-yl]carbamate (0.50 g, 1.60 mmol) was dissolved in dry MeOH (15 ml) and sodium metal (0.073 g, 3.20 mmol) dissolved in MeOH (5 ml) was added. The reaction mixture was heated at in a microwave reactor at 120° C. for 4 h. The mixture was diluted with water (500 ml) and extracted with EtOAc (200 ml). The organic phase was dried (Na2SO4), filtered and evaporated to yield the title compound (0.37 g, 75%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07723333B2
Source dataset	uspto-grants-2010_05
ORD ID	ord-9b4b65b1e53d469cbdc18486f5b9bfaf
Source note	uspto-grants-2010_05