HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 633555Generated: October 30, 2026
Methanol → (5-Bromo-6-(2,4-difluorophenoxy)pyridin-3-yl)methanol
https://huagongshe.com/reaction/633555
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 5-Bromo-6-(2,4-difluorophenoxy)nicotinic acid | HCID 86721074 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (5-Bromo-6-(2,4-difluorophenoxy)pyridin-3-yl)methanol | HCID 86721075 | 76.2% |
Reaction Steps
The product from Example 60A (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 (anhydrous 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09321764B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-fde6517d98a84c2b88043aa5f380f0a8 |
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| Source note | uspto-grants-2016_04 |
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