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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2174653Generated: October 29, 2026

Water → 5-[4-(Methylsulfonyl)phenyl]-2-pyrazinamine

https://huagongshe.com/reaction/2174653

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant4-(Methanesulfonyl)phenylboronic acidHCID 2734364—
Reactant3-Bromopyrazin-2-amineHCID 14735942—
CatalystHCID 178418851HCID 178418851—
SolventAcetonitrileHCID 6342—
Product5-[4-(Methylsulfonyl)phenyl]-2-pyrazinamineHCID 5808438488%

Reaction Conditions

Temperature60 °C

Reaction Steps

Bromopyrazin-2-amine (2.0 g, 11.49 mmol), (4-methylsulfonylphenyl)boronic acid (2.758 g, 13.79 mmol) and K3PO4 (4.878 g, 22.98 mmol) were combined in MeCN (40 mL)/Water (10 mL) and Pd[P(tBu)3]2 (216 mg, 0.4227 mmol) was added. The reaction was heated at 60° C. for 1 hour. The reaction mixture was cooled to ambient temperature and concentrated in vacuo. The residue was triturated with water, then Et2O then dried in vacuo to give the sub-title compound as a beige solid which was used without further purification (2.53 g, 88% Yield). 1H NMR (400.0 MHz, DMSO) δ 3.20 (s, 3H), 6.80 (br s, 2H), 7.94 (d, 2H), 8.00 (d, 1H), 8.17 (d, 2H) and 8.64 (d, 1H) ppm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062008B2
Source datasetuspto-grants-2015_06
ORD IDord-0a54bdf31d354acba02ca2bfe5ef6e3a
Source noteuspto-grants-2015_06