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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 643500Generated: October 30, 2026

Acetic Acid → HCID 68579161, compound

https://huagongshe.com/reaction/643500

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPotassium CyanideHCID 9032—
ReactantDabcoHCID 9237—
ReactantHCID 86622894HCID 86622894—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
ProductHCID 68579161HCID 68579161—

Reaction Steps

A mixture of [3′-(2-chloro-pyrimidin-4-yloxy)-biphenyl-4-ylmethyl]-carbamic acid tert-butyl ester (161 mg), potassium cyanide (76 mg) and 1,4-diazabicyclo[2,2,2]octane (13 mg) in water (0.4 ml) and DMSO (2 ml) is left at 5° C. for 4 h. This mixture is acidified with AcOH to pH 4-5, quenched with brine and extracted twice with diethyl ether. The combined organic phases are dried over sodium sulfate, the solvent is evaporated and the crude product is purified on silica (15 g) with cyclohexane/EtOAc=5/1 to afford pure [3′-(2-cyano-pyrimidin-4-yloxy)-biphenyl-4-ylmethyl]-carbamic acid tert-butyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700605B2
Source datasetuspto-grants-2010_04
ORD IDord-e94a73e1394a40889c7b56d585feaeb0
Source noteuspto-grants-2010_04