HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 24999765, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Methoxyacetyl chloride | HCID 96623 | — |
| Reactant | HCID 24829325 | HCID 24829325 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 24999765 | HCID 24999765 | 96% |
Reaction Steps
To a 0° C. solution of example 1, (4-{4-[({3-tert-butyl-1-[3-(hydroxymethyl)phenyl]-1H-pyrazol-5-yl}carbamoyl)amino]-3-fluorophenoxy}-N-methylpyridine-2-carboxamide, (0.15 g, 0.28 mmol) in dichloromethane (1.5 mL)/pyridine (0.5 mL) was added dropwise methoxyacetyl chloride (0.03 mL, 0.34 mmol). The reaction mixture was allowed to warm to room temperature and stir for 72 h. The reaction mixture was diluted with EtOAc and washed with sat. aqueous.NaHCO3. The combined organic layer was washed with brine, dried and concentrated. The crude material was purified via column chromatography (CH2Cl2: MeOH, 100% CH2Cl2 to 98.5:1.5) to afford 0.16 g (96%) of the desired product as a white solid. MS m/z 605.1 (M+H)+; Retention time (LC-MS): 3.44 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08101773B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-94f2299284f7402ba9ac939749002b52 |
| Source note | uspto-grants-2012_01 |