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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 379997Generated: October 26, 2026

Hydrochloric Acid → (1S,2R)-4-(2-hydroxy-1-methyl-4-pyridin-3-ylbutoxy)benzeneboronic acid

https://huagongshe.com/reaction/379997

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(1S,2R)-4-[2-(tert-butyldimethylsilanyloxy)-1-methyl-4-pyridin-3-ylbutoxy]benzeneboronic acidHCID 54020751—
SolventMethanolHCID 887—
Product(1S,2R)-4-(2-hydroxy-1-methyl-4-pyridin-3-ylbutoxy)benzeneboronic acidHCID 54413593—

Reaction Steps

A solution of (1S,2R)-4-[2-(tert-butyldimethylsilanyloxy)-1-methyl-4-pyridin-3-ylbutoxy]benzeneboronic acid (10 g, Example 11) in methanol (150 ml) was stirred for 16 hours at room temperature and 2M hydrochloric acid (25 ml). The solution was concentrated to give an acidic aqueous residue which was washed with diethyl ether. The aqueous layer was basified with saturated sodium bicarbonate, the product was extracted into ethyl acetate, dried over anhydrous magnesium sulfate, filtered and concentrated to give the title compound as a foam. (6.97 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06300352B1
Source datasetuspto-grants-2001_10
ORD IDord-0b5ae360856b4c229a79a8f685df2c77
Source noteuspto-grants-2001_10