HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78607Generated: October 29, 2026
Sodium Carbonate → HCID 59472217, compound
https://huagongshe.com/reaction/78607
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 2-Acetamidophenylboronic acid | HCID 2737789 | — |
| Reactant | 5-Bromo-3-(5-phenyl-1,3,4-oxadiazol-2-yl)pyrazin-2-amine | HCID 58084342 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 59472217 | HCID 59472217 | 28% |
Reaction Steps
A solution of 5-bromo-3-(5-phenyl-1,3,4-oxadiazol-2-yl)pyrazin-2-amine (100 mg, 0.31 mmol), 2-ethanamidophenylboronic acid (56.25 mg, 0.31 mmol), tetrakis(triphenylphosphine)palladium (18.17 mg, 0.015 mmol) and Na2CO3 (471 μL, 2M aqueous solution) were added to a 10 mL microwave vial. Dioxane (3 mL) was then added and the vial sealed. The reaction mixture was heated in the microwave at 150° C. for 30 min. After this time methanol was added and the reaction mixture filtered. The solid was then washed with water (5 mL) and MeOH (5 mL) and dried under vacuum to give the product (31.0 mg, 28% yield); 1H NMR (400.0 MHz, DMSO) d 2.04 (s, 3H), 7.26 (t, 1H), 7.44-7.40 (m, 1H), 7.69-7.67 (m, 4H), 7.80 (d, 2H), 8.15-8.13 (m, 3H), 8.73 (s, 1H) and 10.76 (s, 1H) ppm; MS (ES+) 373.0
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08841308B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-7310d1f743b342f0ab7ad42d81bb19ff |
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| Source note | uspto-grants-2014_09 |
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