HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium ethoxide → HCID 178437899, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | 3-Methoxyphenylacetyl chloride | HCID 2733246 | — |
| Reactant | 5-Amino-3-ethyl-1-(2,4,6-trichlorophenyl)pyrazole-4-carboxamide | HCID 11256086 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178437899 | HCID 178437899 | 76% |
Reaction Steps
Part B: To a stirred solution of 167 mg (0.5 mmol) of 5-amino-3-ethyl-1-(2,4,6-trichlorophenyl)pyrazole-4-carboxamide in 6 mL of absolute ethanol was added 550 mg (3.0 mmol) of 3-methoxyphenylacetyl chloride followed by 2.3 mL (6.0 mmol) of 2.66 M sodium ethoxide in ethanol. The solution was stirred 18 h at reflux, and the heating mantle was then removed. The reaction was treated with 5 mL of 10% aq. HOAC, cooled to ambient temperature, and filtered. The filtrate was washed with 6 mL of 1:1 water-methanol then 6 mL of 1:1 ether-hexanes. The off-white solid was briefly air-dried to give 170 mg (76%) of 1-(2,4,6-trichlorophenyl)-3-ethyl-6-(3-methoxybenzyl)pyrazolo[3,4-d]pyrimidin-4-one, mp 235-238° C. Mass Spec. 463(M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06559152B2 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-1cf7014bf9e344b18eccaf060f84c52c |
| Source note | uspto-grants-2003_05 |