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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 550572Generated: November 1, 2026

3-Bromopyridine → HCID 67151979, compound

https://huagongshe.com/reaction/550572

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-BromopyridineHCID 12286—
ReactantMethyl 3-aminopyrazinecarboxylateHCID 72669—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
SolventTolueneHCID 1140—
ProductHCID 67151979HCID 67151979—

Reaction Conditions

Temperature150 °C

Reaction Steps

3-Aminopyrazine-2-carboxylic acid methyl ester (0.8 g, 5.2 mmol) and 3-bromopyridine (1.2 g, 7.8 mmol) were dissolved in 20 mL dry toluene. 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (0.6 g, 1.04 mmol), sodium tert.-butylate (0.75 g, 7.8 mmol) and tri(dibenzylideneacetone)dipalladium chloroform complex (0.54 g, 0.52 mmol) were added and the reaction mixture was stirred under microwave irradiation for 60 minutes at 150° C. The reaction mixture was then evaporated and purified by flash chromatography on silica gel (heptane/ethyl acetate 1:2->0:100 gradient). The desired product was obtained as a brown solid (260 mg, 22%), MS: m/e=231.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07947685B2
Source datasetuspto-grants-2011_05
ORD IDord-bbb9ac32e34d4532a254858bfa96c1fb
Source noteuspto-grants-2011_05