Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 68652Generated: October 24, 2026

Potassium Phosphate, Tribasic → 5-(4-(Isopropylsulfonyl)phenyl)pyrazin-2-amine

https://huagongshe.com/en/reaction/68652

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant2-Amino-5-bromopyrazineHCID 599539—
Reactant4-(Isopropylsulphonyl)benzeneboronic acidHCID 44119327—
CatalystHCID 178418851HCID 178418851—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Product5-(4-(Isopropylsulfonyl)phenyl)pyrazin-2-amineHCID 5808438280.7%

Reaction Conditions

Temperature60 °C

Reaction Steps

5-Bromopyrazin-2-amine (5 g, 28.74 mmol), (4-isopropylsulfonylphenyl) boronic acid (7.866 g, 34.49 mmol) and K3PO4 (12.20 g, 57.48 mmol) were combined in MeCN (100 mL)/Water (25 mL) and Pd[P(tBu)3]2 (734.4 mg, 1.437 mmol) was added. The reaction was heated at 60° C. for 1 hour. The reaction mixture was cooled to ambient temperature and diluted with EtOAc and water. The layers were separated and the aqueous layer extracted with EtOAc (×3). The combined organic layers were dried (MgSO4), filtered and concentrated in vacuo. The residue was triturated from DCM and isolated by filtration to give the sub-title compound as an orange solid (6.43 g, 76% Yield). 1H NMR (400.0 MHz, DMSO) δ 1.17 (d, 6H), 3.43 (sept, 1H), 6.86 (s, 2H), 7.87 (d, 2H), 8.00 (s, 1H), 8.20 (d, 2H) and 8.67 (s, 1H) ppm; MS (ES+) 278.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822469B2
Source datasetuspto-grants-2014_09
ORD IDord-61a69da484c1490a8b1889e647c37046
Source noteuspto-grants-2014_09