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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 475327Generated: October 30, 2026

Hydrochloric Acid → (3-Amino-6-chloropyridin-2-yl)methanol

https://huagongshe.com/reaction/475327

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium BicarbonateHCID 516892—
ReactantBorane;tetrahydrofuranHCID 2723981—
Reactant3-Amino-6-chloropyridine-2-carboxylic acidHCID 53393434—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product(3-Amino-6-chloropyridin-2-yl)methanolHCID 19353056—

Reaction Conditions

Temperature20 °C

Reaction Steps

3-amino-6-chloro-pyridine-2-carboxylic acid (95 mg, 0.55 mmol) is taken up in THF (1 mL) and combined with BH3-THF complex (2.2 mL, 2.2 mmol, 1 M in THF). The reaction mixture is stirred for 2 d at 20° C. The reaction is ended with dilute HCl and H2O, then neutralised with NaHCO3, extracted with EtOAc, the organic phase is dried on MgSO4, the solvent is eliminated in vacuo and (3-amino-6-chloro-pyridin-2-yl)-methanol is obtained (HPLC-MS: tRet.=0.79 min, MS(M+H)+=159; method AFEC).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637549B2
Source datasetuspto-grants-2014_01
ORD IDord-af812f5ad6794187ae9e247e4dfa5dae
Source noteuspto-grants-2014_01