2-Bromo-6-methylpyridine → 2-[1-(6-Methyl-3-nitropyridin-2-yl)piperidin-4-yl]-4-(6-methylpyridin-2-yl)but-3-yn-2-ol

Participants

Role	Name	HCID	Charge
Reactant	2-Bromo-6-methylpyridine	HCID 79205	—
Reactant	2-[1-(6-Methyl-3-nitropyridin-2-yl)piperidin-4-yl]but-3-yn-2-ol	HCID 86627357	—
Product	2-[1-(6-Methyl-3-nitropyridin-2-yl)piperidin-4-yl]-4-(6-methylpyridin-2-yl)but-3-yn-2-ol	HCID 25181781	41%

Reaction Steps

According to the Method B detailed for Examples 218-226 starting from Compound 312c and using 2-bromo-6-methylpyridine the title compound was prepared. After the work-up, the residue was purified by automated flash liquid chromatography (Horizon™-Biotage) eluting with PE-EtOAc 1:1 affording the title product as a yellow oil. Yield: 41%.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08518916B2
Source dataset	uspto-grants-2013_08
ORD ID	ord-bdbe8eed22e54141af17986dd19c010a
Source note	uspto-grants-2013_08