HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 11644859, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-Pyridinylboronic acid | HCID 2734378 | — |
| Reactant | N-(7-Bromo[1,2,4]triazolo[1,5-a]pyridin-2-yl)-N′-ethylurea | HCID 57643071 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 11644859 | HCID 11644859 | — |
Reaction Steps
1-(7-Bromo-[1,2,4]triazolo[1,5-a]pyridin-2-yl)-3-ethyl-urea (4) (80 mg, 0.28 mmol) was dissolved in dioxane (2 mL), to which was added 2 M Na2CO3 (0.30 mL) and 3-pyridinylboronic acid (38 mg, 0.31 mmol). Pd(dppf)Cl2 (13 mg) was added last, and the mixture heated under nitrogen at reflux for 1.5 h. The reaction solvent was removed under reduced pressure and the residue filtered through a plug of silica gel (5% MeOH/CH2Cl2 as eluant) to give a solid, which was triturated with Et2O. 1-Ethyl-3-(7-pyridin-3-yl-[1,2,4]triazolo[1,5-a]pyridin-2-yl)-urea was isolated mp. 230-233° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07524860B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-080b38a74d1a44ae8c876db5476e87ea |
| Source note | uspto-grants-2009_04 |