HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-((3R,5S)-5-(azidomethyl)pyrrolidin-3-yloxy)-5-cyclopropylpyrazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | (2S,4R)-tert-butyl 2-(azidomethyl)-4-(5-cyclopropylpyrazin-2-yloxy)-pyrrolidine-1-carboxylate | HCID 86680519 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-((3R,5S)-5-(azidomethyl)pyrrolidin-3-yloxy)-5-cyclopropylpyrazine | HCID 86680534 | — |
Reaction Steps
To a solution of the product from Example 174C (440 mg, 1.221 mmol) dissolved in dichloromethane (2 mL) was added 4 M HCl in 1,4-dioxane (4 mL). The resulting mixture was stirred at ambient temperature for 30 minutes and was then partitioned between saturated aqueous sodium bicarbonate and ethyl acetate. The organic layer was dried over sodium sulfate, filtered and concentrated in vacuo to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08669255B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-d788d802dee0486192eca4a9e909ddb5 |
| Source note | uspto-grants-2014_03 |