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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1511822Generated: October 27, 2026

Sodium Carbonate → 3-Phenylpyrido[2,3-b]pyrazin-6-ylamine

https://huagongshe.com/reaction/1511822

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
Reactant3-Chloropyrido[2,3-b]pyrazin-6-amineHCID 55264771—
CatalystHCID 178418397HCID 178418397—
SolventN,N-Dimethylformamide--water (1/1)HCID 21962138—
Product3-Phenylpyrido[2,3-b]pyrazin-6-ylamineHCID 12133198—

Reaction Conditions

Temperature80 °C

Reaction Steps

1.00 g of 3-chloropyrido[2,3-b]pyrazin-6-ylamine (5.54 mmol), 743 mg of phenylboronic acid (6.09 mmol), 640 mg of tetrakis(triphenylphosphine)palladium(0) (0.55 mmol) and 1.76 g of sodium carbonate (16.6 mmol) were initially charged in 100 ml of dimethylformamide/water (1:1) under nitrogen as a protective gas and stirred at 80° C. for 2 h. Once the reaction had ended, the mixture was filtered off with suction and the filtrate was poured onto 800 ml of distilled water. The aqueous phase was extracted repeatedly with ethyl acetate. The organic phase was freed of solvents under reduced pressure. The resulting solid was purified by means of column chromatography on silica gel (dichloromethane/methanol eluent). This gave a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08217042B2
Source datasetuspto-grants-2012_07
ORD IDord-5fd82927a0c84e61a507af34532c933a
Source noteuspto-grants-2012_07