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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204338Generated: October 31, 2026

Ethanol → Ethyl 5-bromo-6-methoxy-3-pyridineacetate

https://huagongshe.com/reaction/2204338

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantWaterHCID 962—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant(5-Bromo-6-methoxy-pyridin-3-yl)-acetic acidHCID 82664957—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductEthyl 5-bromo-6-methoxy-3-pyridineacetateHCID 58539686—

Reaction Steps

To a solution of (5-bromo-6-methoxy-pyridin-3-yl)-acetic acid (Step AN2) (400 mg, 1.6 mmol) in CH2Cl2 (0.8 mL) was added DCC (18 mg, 0.09 mmol), DMAP (one spatula) and EtOH (4.88 mmol) and the mixture was stirred at rt for 15 h. H2O and EtOAc were added and the phases were separated. The organic layer was washed with brine, dried (MgSO4), filtered and concentrated. The residue was purified by flash chromatography (heptane/EtOAc, 85:15→0:100). ESI-MS: tR=1.05 min, [M+H]+ 274.1/276.1 (LC-MS 1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365576B2
Source datasetuspto-grants-2016_06
ORD IDord-e281f292b66541d2b86b0fe3b9227c9d
Source noteuspto-grants-2016_06