HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Methyl 2-propionamidoisonicotinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Propionyl chloride | HCID 62324 | — |
| Reactant | Methyl 2-aminopyridine-4-carboxylate | HCID 236984 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | Methyl 2-propionamidoisonicotinate | HCID 67508364 | 78.2% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a stirred solution of methyl 2-aminoisonicotinate (1.00 g, 6.57 mmol) in pyridine (22 mL) is added propionyl chloride (0.69 mL, 7.89 mmol) at 0° C. After stirring at 0° C. for 2 hours, the reaction mixture is poured into 2M hydrochloric acid (100 mL) and extracted with ethyl acetate (100 mL). The organic layer is dried over sodium sulfate, and concentrated under reduced pressure to give 1.07 g (78% yield) of the title compound as a yellow solid. This material is used for the next reaction (Step-2) without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09302991B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-759ead9dd237439e8221e39e0aeb5275 |
| Source note | uspto-grants-2016_04 |