HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (E)-3-(6-aminopyrid-3-yl)acrylic acid hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Tert-butyl 3-(6-aminopyridin-3-yl)prop-2-enoate | HCID 57777730 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (E)-3-(6-aminopyrid-3-yl)acrylic acid hydrochloride | HCID 66967187 | 76% |
Reaction Steps
To a solution of tert-butyl (2E)-3-(6-aminopyridin-3-yl)acrylate (380 mg, 1.73 mmol; which may be prepared as described in Step 1) in DCM (3.45 mL) under Argon was added trifluoroacetic acid (3.45 mL). The mixture was stirred at room temperature for 1 h, then HCl 4N in dioxane (6.9 mL) was added. A beige solid started precipitating at the half of the addition. After concentration, the solid was triturated in Et2O, filtered, rinsed with Et2O and dried under vacuum to give the title compound as a beige solid (265 mg, 76%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846711B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-808c4508cb314fa4a11ce97799b66d97 |
| Source note | uspto-grants-2014_09 |