Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 474121Generated: October 29, 2026

Water → HCID 68107714, compound

https://huagongshe.com/reaction/474121

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantHCID 68108121HCID 68108121—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystZincHCID 23994—
CatalystHCID 178418851HCID 178418851—
ProductHCID 68107714HCID 68107714—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 5-bromo-3-nitro-pyridine-2-carboxylic acid tert-butyl ester (888 mg, 2.93 mmol) in DMF (8.8 ml) was added zinc cyanide (206 mg, 1.76 mmol) and zinc dust (2 mg, 0.03 mmol). The mixture was purged with nitrogen (3 times) bis(tri-tert-butylphosphine)palladium(0) (150 mg, 0.293 mmol) was added and the mixture was heated to 80° C. for 4 h. After cooling to 0° C. water was added and the mixture extracted with EtOAc, the combined organic layers were washed with half saturated aq. NaCl, dried with Na2SO4 and evaporated. The residue was purified by chromatography on silica gel (cyclohexane to cyclohexane/EtOAc 1:4) to provide the title compound as beige solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637508B2
Source datasetuspto-grants-2014_01
ORD IDord-3f10b9cfd7204fa4b35a36c21aaa2069
Source noteuspto-grants-2014_01