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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1897595Generated: October 26, 2026

Sodium borohydride → (3-Bromo-5-chloropyridin-4-yl)methanol

https://huagongshe.com/reaction/1897595

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant3-Bromo-5-chloropyridine-4-carboxaldehydeHCID 73012613—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
Product(3-Bromo-5-chloropyridin-4-yl)methanolHCID 4419047198.7%

Reaction Steps

To the solution of 3-Bromo-5-chloro-pyridine-4-carbaldehyde (270 mg, 1.23 mmol) in THF (5 mL) and water (1 mL) was added NaBH4 (139 mg, 3.67 mmol). The resulting mixture was stirred for another 1 h, and was diluted with DCM. The organic layer was washed with water and brine. The aqueous layer was extracted with DCM. The combined extracts were separated and concentrated in vacuo to give 270 mg of title compound without further purification. ESI-MS m/z: 223.9 [M+1]+, Retention time 1.01 min. 1H-NMR (CDCl3, 400 MHz) δ 4.88 (s, 2H), 8.46 (s, 1H), 8.56 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08519134B2
Source datasetuspto-grants-2013_08
ORD IDord-2ea079a706e54866b11fb4b926c42829
Source noteuspto-grants-2013_08