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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709775Generated: October 30, 2026

Water → Methyl 5-(benzyloxy)-6-chloronicotinate

https://huagongshe.com/reaction/709775

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 6-chloro-5-hydroxynicotinateHCID 46941479—
SolventDimethylformamideHCID 6228—
ProductMethyl 5-(benzyloxy)-6-chloronicotinateHCID 71496987—

Reaction Steps

To a solution of methyl 6-chloro-5-hydroxynicotinate (3.71 g) in DMF (30 mL) were added potassium carbonate (5.47 g) and benzyl bromide (2.59 mL), and the mixture was stirred at room temperature for 30 min. Water was added to the reaction mixture at 0° C., and the resulting precipitate was collected by filtration. The obtained crude crystals were washed with water and hexane, and dried at 50° C. for 15 min under reduced pressure to give a crude product of the title compound (4.57 g) as a pale-yellow solid. This compound was used for the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181186B2
Source datasetuspto-grants-2015_11
ORD IDord-e494243bc53f46e5839657613ad8c13c
Source noteuspto-grants-2015_11