HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1623839Generated: October 30, 2026
Sodium Carbonate → 2-[(Phenylmethyl)oxy]-N,5-di-3-pyridinylbenzamide
https://huagongshe.com/reaction/1623839
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine | HCID 2734656 | — |
| Reactant | 2-(benzyloxy)-5-bromo-N-(pyridin-3-yl)benzamide | HCID 36982503 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-[(Phenylmethyl)oxy]-N,5-di-3-pyridinylbenzamide | HCID 69936450 | — |
Reaction Steps
To a microwave vial was added 5-bromo-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamide (may be prepared as described in example 2; 200 mg, 0.52 mmol), 1,4-dioxane (2 ml), 1M sodium carbonate (1.04 ml, 1.04 mmol), 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (107 mg, 0.52 mmol) and tetrakis(triphenylphosphine)palladium(0) (36.2 mg, 0.03 mmol). The vial was sealed and heated to 100° C. for 30 min under microwave conditions. The mixture was evaporated under reduced pressure and the residue was purified using the MDAP. Some impurities persisted and the mixture was re-purified using MDAP to yield the title compound. 17 mg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08778939B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-ee60d0558fa54219be4e68ea742858a1 |
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| Source note | uspto-grants-2014_07 |
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