Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1929830Generated: November 3, 2026

2,2-Dimethoxypropane → (5-Bromo-6-chloro-pyridin-3-yl)-((R)-4-isobutyl-2,2-dimethyl-oxazolidin-3-yl)-methanone

https://huagongshe.com/reaction/1929830

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2-DimethoxypropaneHCID 6495—
Reactant5-Bromo-6-chloro-N-((R)-1-hydroxymethyl-3-methyl-butyl)-nicotinamideHCID 86619568—
CatalystBicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-HCID 18462—
SolventTriethylamineHCID 8471—
Product(5-Bromo-6-chloro-pyridin-3-yl)-((R)-4-isobutyl-2,2-dimethyl-oxazolidin-3-yl)-methanoneHCID 8661956966.5%

Reaction Conditions

Temperature60 °C

Reaction Steps

5-Bromo-6-chloro-N—((R)-1-hydroxymethyl-3-methyl-butyl)-nicotinamide (2.6 g, 8.0 mmol) was dissolved in 2,2-dimethoxypropane (25 mL, 200 mmol). To the solution was added camphorsulfonic acid (19 mg, 0.08 mmol) and the reaction mixture was stirred for 24 h at 60° C. After cooling drops of triethylamine were added and the solvent was evaporated in vacuo. The residue was purified by column chromatography on silica (cyclohexane/ethyl acetate gradient) to yield 2.0 g of the title compound as light yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188093B2
Source datasetuspto-grants-2012_05
ORD IDord-4f80a88b600b4518a729e88997894528
Source noteuspto-grants-2012_05