HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Hydroxymethylpyridine → HCID 66811834, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Hydroxymethylpyridine | HCID 11472 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | Ethyl 5-fluoro-1H-pyrrolo[2,3-b]pyridine-2-carboxylate | HCID 57345886 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66811834 | HCID 66811834 | 72.4% |
Reaction Steps
0.19 g (1.8 mmol) of 4-pyridylmethanol and then 0.48 g (1.8 mmol) of triphenylphosphine are successively added with stirring to a solution of 0.25 g (1.2 mmol) of ethyl 5-fluoro-1H-pyrrolo[2,3-b]pyridine-2-carboxylate, obtained according to the protocol described in step 1.3, in 10 mL of dry tetrahydrofuran maintained under an inert atmosphere. 0.32 g (1.8 mmol) of diethyl azodicarboxylate is then added dropwise at 0° C. The reaction mixture is then stirred for 72 hours at room temperature and then concentrated under reduced pressure. The resulting oil is purified by chromatography on a column of silica gel, eluting with a mixture of heptane and ethyl acetate. 0.26 g of the expected product is isolated.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08044066B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-0ef4689489d140c3ade57961ac370483 |
| Source note | uspto-grants-2011_10 |