HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 58174062, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | HCID 58174106 | HCID 58174106 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58174062 | HCID 58174062 | 56% |
Reaction Steps
To 4 mL of acetic anhydride was added 5-[2-(Pteridin-4-ylamino)-ethyl]-2-(4-trifluoromethylpyridin-2-yloxy)-phenol (330 mg, 0.7 mmol), pyridine (0.5 mL), and 5 mg DMAP. The solution was stirred at ambient temperature for 15 h, then diluted with CH2Cl2 and washed sequentially with H2O and saturated aqueous NaHCO3 solution. The organic fraction was dried with Na2SO4, suction filtered, and concentrated in vacuo. The residue was diluted with 1:1 Et2O/pentane. The product precipitated, was collected by filtration, and the cake washed with cool 1:1 Et2O/pentane. This afforded 184 mg (56% yield) of acetic acid 5-[2-(pteridin-4-ylamino)-ethyl]-2-(4-trifluoromethylpyridin-2-yloxy)-phenyl ester, an off-white solid: ESIMS m/z: 471 ([M]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895568B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-b810d29298e84041bf0c27e96cca1dfe |
| Source note | uspto-grants-2014_11 |