HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 5-(4-Methoxyphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 5-Bromo-[1,2,4]triazolo[1,5-a]pyridin-2-amine | HCID 25215939 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Sodium Carbonate | HCID 10340 | — |
| Product | 5-(4-Methoxyphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-amine | HCID 59186418 | 83% |
Reaction Steps
A solution of 5-bromo-[1,2,4]triazolo[1,5-a]pyridin-2-amine (1.5 g, 7.0 mmol, 1 equiv) and bis(triphenylphosphine)palladium(II) chloride (500 mg, 0.7 mmol 0.1 equiv) in acetonitrile (10 mL) and 1M aqueous sodium carbonate solution (10 mL) was heated at 120° C. for 3 min in the microwave. The reaction mixture was diluted with ethyl acetate, and the resulting solution was washed water (2×) and saturated aqueous sodium chloride solution. Purification by flash column chromatography (2→10% methanol in dichloromethane) provided product (1.4 g, 83%). 1H NMR (400 MHz, CDCl3), δ: 7.90 (d, 2H), 7.48 (m, 1H), 7.39 (m, 1H), 7.05 (d, 2H), 6.88 (dd, 1H), 4.25 (s, 2H); ES-MS m/z 241.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889673B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-8bd3dda40c6e45419dbadfa787002be6 |
| Source note | uspto-grants-2014_11 |