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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2,2-Dimethoxypropane | HCID 6495 | — |
| Reactant | 5-Bromo-6-chloro-N-((R)-1-hydroxymethyl-3-methyl-butyl)-nicotinamide | HCID 86619568 | — |
| Catalyst | Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- | HCID 18462 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | (5-Bromo-6-chloro-pyridin-3-yl)-((R)-4-isobutyl-2,2-dimethyl-oxazolidin-3-yl)-methanone | HCID 86619569 | 66.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08188093B2 |
|---|
| Source dataset | uspto-grants-2012_05 |
|---|
| ORD ID | ord-4f80a88b600b4518a729e88997894528 |
|---|
| Source note | uspto-grants-2012_05 |
|---|