HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 2-(3-Ethyl-ureido)-7-pyridin-3-yl-[1,2,4]triazolo[1,5-a]pyridine-5-carboxylic acid ethylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-Pyridinylboronic acid | HCID 2734378 | — |
| Reactant | 7-Bromo-2-(3-ethyl-ureido)-[1,2,4]triazolo[1,5-a]pyridine-5-carboxylic acid ethylamide | HCID 57643092 | — |
| Reactant | Dimethoxyethane ethanol water | HCID 86587095 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 2-(3-Ethyl-ureido)-7-pyridin-3-yl-[1,2,4]triazolo[1,5-a]pyridine-5-carboxylic acid ethylamide | HCID 25195131 | — |
Reaction Steps
7-Bromo-2-(3-ethyl-ureido)-[1,2,4]triazolo[1,5-a]pyridine-5-carboxylic acid ethylamide (0.160 g, 0.450 mmol), pyridine-3-boronic acid (0.0910 g, 0.742 mmol), sodium carbonate (0.215 g, 2.03 mmol), and bis(diphenylphosphino)ferrocene palladium (II) chloride (0.005 g) were suspended in a solution of ethylene glycol dimethyl ether/water/ethanol (7:3:2, 6.00 mL) and subjected to microwave at 80° C. for 30 minutes. The reaction mixture was acidified with acetic acid and purified by column chromatography (gradient 0-5% methanol/dichloromethane) to afford the desired product 2-(3-ethyl-ureido)-7-pyridin-3-yl-[1,2,4]triazolo[1,5-a]pyridine-5-carboxylic acid ethylamide MS (APCI+): m/z 354.3 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07524860B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-0672266da5224b098e67095865d4d97c |
| Source note | uspto-grants-2009_04 |