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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201514Generated: October 29, 2026

Water → Methyl 3-(benzyloxy)-6-bromopicolinate

https://huagongshe.com/reaction/2201514

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 6-bromo-3-hydroxypicolinateHCID 22175135—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 3-(benzyloxy)-6-bromopicolinateHCID 5941868472.2%

Reaction Steps

A mixture of methyl 6-bromo-3-hydroxypicolinate (500 mg, 2.15 mmol), BnBr (443 mg, 3.25 mmol) and K2CO3 (595 mg, 4.31 mmol) in THF (5 mL) was stirred at RT for 3 h. Then water was added and the mixture was extracted with EtOAc (20 mL*3). The organic layer was dried over Na2SO4 and concentrated to give crude methyl 3-(benzyloxy)-6-bromopicolinate (500 mg, yield 72%), which was used for the next step without further purification. MS (M+H)+: 322/324.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09364482B2
Source datasetuspto-grants-2016_06
ORD IDord-a7eec012fba54c9fa08dfe2ac6e553f3
Source noteuspto-grants-2016_06