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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204779Generated: November 1, 2026

Sodium Carbonate → HCID 46834571, compound

https://huagongshe.com/reaction/2204779

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantTriphenylphosphineHCID 11776—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
Reactant3-amino-6-bromo-N-phenylpyrazine-2-carboxamideHCID 52937148—
CatalystPalladium ChlorideHCID 24290—
SolventDimethylformamideHCID 6228—
ProductHCID 46834571HCID 4683457142%

Reaction Conditions

Temperature88 °C

Reaction Steps

A Greenhouse tube was charged with 4-Methoxyphenylboronic acid (31.4 mg, 0.207 mmol) and treated with a solution of dichloropalladium; triphenylphosphane (4.84 mg, 0.0069 mmol) and 3-amino-6-bromo-N-phenyl-pyrazine-2-carboxamide (40.45 mg, 0.138 mmol) in DMF (0.81 mL) followed by Na2CO3 (2M solution, 207 uL, 0.414 mmol). The mixture was flushed with nitrogen and heated to 88° C. for 18 hours. After this time the reaction was filtered to remove inorganics and the resultant residue was purified by reverse phase preparative HPLC [Waters Sunfire C18, 10 uM, 100 A column, gradient 10%-95% B (solvent A: 0.05% TFA in water, solvent B: CH3CN) over 16 minutes at 25 mL/min]. The fractions were freeze-dried to give the title compound as a solid (18.56 mg, 38% Yield). MS (ES+) 321

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365557B2
Source datasetuspto-grants-2016_06
ORD IDord-8391187e7d604dd5a0981df1524ec3b6
Source noteuspto-grants-2016_06