HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 67495619, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | (1-(4-Fluorophenyl)-4-methyl-1H-1,2,3-triazol-5-yl)methanol | HCID 19914681 | — |
| Reactant | HCID 178498598 | HCID 178498598 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67495619 | HCID 67495619 | 97.2% |
Reaction Steps
To a solution of [3-(4-fluoro-phenyl)-5-methyl-3H-[1,2,3]triazol-4-yl]-methanol (500 mg, 2 mmol) in THF (30 mL) was added 5-hydroxy-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester (377 mg, 2 mmol) and triphenylphosphine (823 mg, 3 mmol) at ambient temperature under an argon atmosphere. Then diethyl azodicarboxylate (˜40% in toluene, 1.44 mL, 3 mmol) was added and the reaction mixture was stirred for 24 h at room temperature. Concentration and purification by chromatography (silica, 20 to 50% ethyl acetate in heptane and then 2% methanol in dichloromethane) afforded the title compound (671 mg, 81%) as a white solid. MS: m/e=346.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697696B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-8e3c5e7f7aa54f2280c46fc2941ee07c |
| Source note | uspto-grants-2014_04 |