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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 634431Generated: October 30, 2026

Benzyl Alcohol → HCID 131735484, compound

https://huagongshe.com/reaction/634431

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactant5-Bromo-2-iodopyridin-3-olHCID 22602985—
SolventTetrahydrofuranHCID 8028—
SolventHeptaneHCID 8900—
ProductHCID 131735484HCID 13173548492%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 5-bromo-2-iodopyridin-3-ol (0.700 g, 2.334 mmol, prepared according to Bioorg. Med. Chem. Lett. 2013, 2, 6784, which is incorporated herein by reference in its entirety) in dry THF (10 ml), previously cooled to 0° C., benzyl alcohol (0.728 ml, 7.00 mmol), triphenylphosphine (PPh3) (2.095 ml, 7.00 mmol) and diisopropyl azodicarboxylate (1.287 ml, 6.54 mmol) were added. The reaction was stirred for 4 h at room temperature. Solvent was removed and the product was purified by Biotage Si 50 g with a gradient of heptane and EtOAc 3-(benzyloxy)-5-bromo-2-iodopyridine (Intermediate G25.1, 835 mg, 2.141 mmol, 92% yield) as a white foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321776B2
Source datasetuspto-grants-2016_04
ORD IDord-b9eb90f9b7a346bf99552587be3751df
Source noteuspto-grants-2016_04