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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1959615Generated: October 30, 2026

Sodium Bicarbonate → 1-[4-Chloro-3-(tetrahydro-pyran-2-yloxymethyl)-pyridin-2-yl]-ethanol

https://huagongshe.com/reaction/1959615

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 86645365HCID 86645365—
ReactantHCID 178418689HCID 178418689—
SolventTetrahydrofuranHCID 8028—
Product1-[4-Chloro-3-(tetrahydro-pyran-2-yloxymethyl)-pyridin-2-yl]-ethanolHCID 67077215—

Reaction Steps

MeMgBr (3.0 M in Diethylether. 582 μL. 1.75 mmol) was added to a stirred solution of 4-Chloro-3-(tetrahydro-pyran-2-yloxymethyl)-pyridine-2-carbaldehyde (149 mg. 0.58 mmol) in THF (6 mL). After stirring for 10 min at room temperature sat. NaHCO3 solution (30 mL) was added and extracted three times with DCM (50 mL). The combined organic layers were dried over Na2SO4 filtered and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (elution with a gradient of ethyl acetate and MeOH) to give the title compound. MS (m/z): 271.8 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410134B2
Source datasetuspto-grants-2013_04
ORD IDord-4a43367ca800466080beec120ffa5227
Source noteuspto-grants-2013_04