HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → Methyl 2-[5-[(4-cyano-2-methylphenyl)methoxy]pyrazol-1-yl]pyridine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | 4-(Hydroxymethyl)-3-methylbenzonitrile | HCID 18327896 | — |
| Reactant | HCID 178498428 | HCID 178498428 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 2-[5-[(4-cyano-2-methylphenyl)methoxy]pyrazol-1-yl]pyridine-4-carboxylate | HCID 86725618 | 63% |
Reaction Steps
To a mixture of methyl 2-(5-hydroxypyrazol-1-yl)pyridine-4-carboxylate (PREPARATION 6, 112 mg, 0.51 mmol), 4-(hydroxymethyl)-3-methylbenzonitrile (83 mg, 0.56 mmol), PPh3 (268 mg, 1.02 mmol) and THF (6 mL) cooled in ice-water bath, DIAD (207 mg, 1.02 mmol) was added. The mixture was stirred overnight at room temperature. It was then concentrated and purified by flash column chromatograph to give 112 mg of the title compound (63%). [M+H] Calc'd for C19H16N4O3, 349. Found, 349.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09107916B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-0050053525104227a48943d60bb3bacd |
| Source note | uspto-grants-2015_08 |