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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 4-(Methanesulfonyl)phenylboronic acid | HCID 2734364 | — |
| Reactant | 3-Bromopyrazin-2-amine | HCID 14735942 | — |
| Catalyst | HCID 178418851 | HCID 178418851 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 5-[4-(Methylsulfonyl)phenyl]-2-pyrazinamine | HCID 58084384 | 88% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09062008B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-0a54bdf31d354acba02ca2bfe5ef6e3a |
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| Source note | uspto-grants-2015_06 |
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