HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 3-Amino-6-cyclopropyl-pyridine-2-carboxylic acid (1-methyl-1H-pyrazol-3-yl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | EtOAc water NaHCO3 | HCID 23687555 | — |
| Reactant | [6-Cyclopropyl-2-(1-methyl-1H-pyrazol-3-ylcarbamoyl)-pyridin-3-yl]-carbamic acid tert-butyl ester | HCID 69233332 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Amino-6-cyclopropyl-pyridine-2-carboxylic acid (1-methyl-1H-pyrazol-3-yl)-amide | HCID 86607599 | 83.3% |
Reaction Steps
A solution of 70 mg (0.228 mmol) of [6-Cyclopropyl-2-(1-methyl-1H-pyrazol-3-ylcarbamoyl)-pyridin-3-yl]-carbamic acid tert-butyl ester in 3 ml of methylene chloride was treated with 0.26 ml (0.39 g, 3.42 mmol, 15 equiv.) of trifluoroacetic acid. After stirring for 2.5 h at room temperature, the mixture was worked up with Ethyl acetate/Sodium bicarbonate/water to yield 49 mg (0.19 mmol, 83%) of crude title compound as a light yellow solid, MS (ISP): m/e=258.1 (M+H+); which was sufficiently pure to be used directly in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07414060B2 |
| Source dataset | uspto-grants-2008_08 |
| ORD ID | ord-cfe7f42e789f4f59ac54276e955404b8 |
| Source note | uspto-grants-2008_08 |