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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1862285Generated: October 31, 2026

Dichloromethane → HCID 18619247, compound

https://huagongshe.com/reaction/1862285

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantBoron trifluoride etherateHCID 8000—
ReactantTert-Butyl nitriteHCID 10906—
ReactantHCID 18619164HCID 18619164—
SolventAcetic AnhydrideHCID 7918—
SolventPentaneHCID 8003—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 18619247HCID 18619247—

Reaction Conditions

Temperature80 °C

Reaction Steps

A boron trifluoride diethyl etherate is added to a mixture of 3-amino-6-chloro-2-(methoxycarbonyl)methoxypyridine, 1,2-dimethoxyethane and dichloromethane dropwise at −10° C. After mixing for 10 minutes at the same temperature, a solution of t-butyl nitrite in 1,2-dimethoxyethane is added to the reaction solution dropwise at −5° C. or lower. After mixing for 30 minutes at the same temperature, n-pentane is poured into the mixture. The lower layer of two separated layers is dissolved in acetic anhydride, and the mixture is stirred for 1 hour at 80° C. The solvent is distilled off, then, the resulted residue is subjected to silica gel chromatography to obtain 3-acetoxy-6-chloro-2-(methoxycarbonyl)methoxypyridine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06537948B1
Source datasetuspto-grants-2003_03
ORD IDord-fe1824b543284c51bafc87e57449c37d
Source noteuspto-grants-2003_03