Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1961708Generated: October 31, 2026

Toluene → HCID 59570657, compound

https://huagongshe.com/reaction/1961708

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantLithium ChlorideHCID 433294—
Reactant2-(Tributylstannyl)pyrimidineHCID 2763251—
ReactantHCID 86647347HCID 86647347—
CatalystHCID 178418476HCID 178418476—
ProductHCID 59570657HCID 5957065710%

Reaction Steps

Bis(triphenylphosphine)palladium(II) dichloride (95 mg, 0.13 mmol) and 2-(tributylstannyl)-pyrimidine (493 mg, 1.34 mmol) were added to a degassed solution of (4-chloro-phenyl)-(6-chloro-pyrazin-2-yl)-carbamic acid tent-butyl ester (500 mg, 1.47 mmol) and lithium chloride (170 mg, 4.00 mmol) in toluene (5 mL) and the mixture was heated to reflux over night. The reaction was quenched with aqueous sodium hydrogen carbonate and brine. The aqueous phase was extracted with ethyl acetate (4×15 mL). The combined organic phases were washed with brine, dried over anhydrous sodium sulphate, filtrated and evaporated. The crude product was purified by column chromatography (ethyl acetate/heptane as eluent) to give (4-chloro-phenyl)-(6-pyrimidin-2-yl-pyrazin-2-yl)-carbamic acid tert-butyl ester (53 mg, 10%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415358B2
Source datasetuspto-grants-2013_04
ORD IDord-3e45182283f0438d8c9596a6f7377e58
Source noteuspto-grants-2013_04