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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1895993Generated: October 30, 2026

Water → 3-(6-Methylpyridin-2-yl)-1-[1-(3-nitropyridin-2-yl)piperidin-4-yl]prop-2-yn-1-ol

https://huagongshe.com/reaction/1895993

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant2-Bromo-3-nitropyridineHCID 555054—
Reactant3-(6-Methyl-pyridin-2-yl)-1-piperidin-4-yl-prop-2-yn-1-olHCID 68977495—
SolventDimethylacetamideHCID 31374—
Product3-(6-Methylpyridin-2-yl)-1-[1-(3-nitropyridin-2-yl)piperidin-4-yl]prop-2-yn-1-olHCID 6872461874.2%

Reaction Steps

A well homogenised mixture of Compound 237a (200 mg, 0.86 mmol), 2-bromo-3-nitropyridine (194 mg, 0.95 mmol) and triethylamine (249 μL, 1.74 mmol) in N,N-dimethylacetamide (15 mL) was stirred at r.t. for 4 h. Afterwards, the reaction mixture was poured into water and extracted with EtOAc. The combined organic layers were washed with brine, dried on Na2SO4 and evaporated to dryness in vacuo to afford a residue, which was purified by flash chromatography eluting with Petroleum Ether-EtOAc 7:3, affording the title product (225 mg) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518916B2
Source datasetuspto-grants-2013_08
ORD IDord-2142db12e38e4ba88e795be5a27ccf19
Source noteuspto-grants-2013_08