HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 2-Ethynyl-6-(4-(isopropylsulfonyl)phenyl)pyrazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-(4-(Isopropylsulfonyl)phenyl)-6-((trimethylsilyl)ethynyl)pyrazine | HCID 67480619 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-Ethynyl-6-(4-(isopropylsulfonyl)phenyl)pyrazine | HCID 86665149 | 98% |
Reaction Steps
Sodium carbonate (3 mL of 2 M, 6.000 mmol) was added to a stirred suspension of 2-[6-(4-isopropylsulfonylphenyl)pyrazin-2-yl]ethynyl-trimethyl-silane (191 mg, 0.5327 mmol) in methanol (6 mL) and the reaction was stirred at ambient temperature for 45 minutes. The reaction mixture was diluted with EtOAc and water and the layers separated. The aqueous layer was extracted with EtOAc and the combined organic extracts were washed with brine, dried (MgSO4), filtered and concentrated in vacuo to give the sub-title compound as a beige solid (149 mg, 98% Yield). 1H NMR (400.0 MHz, DMSO) d H NMR (400.0 MHz, DMSO) d 9.38 (s, 1H); 8.86 (s, 1H), 8.40 (d, 2H), 8.01 (d, 2H), 4.78 (s, 1H), 3.50 (sept, 1H) and 1.18 (d, 6H) ppm; MS (ES+) 297.1
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09334244B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-5680e0cdace64da98a2ea03d3637ed61 |
| Source note | uspto-grants-2016_05 |