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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 930934Generated: October 31, 2026

Methanol → (5-Bromo-6-(2,4-difluorophenoxy)pyridin-3-yl)methanol

https://huagongshe.com/reaction/930934

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant5-Bromo-6-(2,4-difluorophenoxy)nicotinic acidHCID 86721074—
SolventTetrahydrofuranHCID 8028—
Product(5-Bromo-6-(2,4-difluorophenoxy)pyridin-3-yl)methanolHCID 8672107576.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

The product from Example 311a (1.0 g, 3.03 mmol) and borane tetrahydrofuran complex (6.06 mL, 6.06 mmol) were combined in tetrahydrofuran (15.15 mL) and heated at 50° C. for 2 hours, cooled, treated with 10 mL of methanol, heated at 50° C. for 1 hour, cooled and concentrated. The residue was partitioned between ethyl acetate and water. The organic layer was washed with saturated aqueous sodium chloride, dried (Na2SO4), filtered, and concentrated. Purification by chromatography (silica gel, 0-50% ethyl acetate in heptanes) afforded the title compound (0.73 g, 76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296741B2
Source datasetuspto-grants-2016_03
ORD IDord-e9d620f55da54434a8eef52e24f05f50
Source noteuspto-grants-2016_03