HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 22674450, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phenylacetonitrile | HCID 8794 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Chloro-2-(trifluoromethyl)thieno[3,2-d]pyrimidine | HCID 22674373 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22674450 | HCID 22674450 | 25% |
Reaction Steps
A suspension of NaH (60% dispersion in oil, 60 mg, 1.5 mmol) in DMF (5 mL) and toluene (15 mL) at room temperature was treated with phenylacetonitrile (0.16 g, 1.37 mmol), stirred for 10 min, treated with a solution of 4-chloro-2-trifluoromethylthieno[3,2-d]pyrimidine (0.3 g, 126 mmol) in DMF (2 mL), stirred for 15 min, treated with water (5 mL) and the phases separated. The aqueous phase was extracted with EtOAc (2×50 mL), the combined organic phase washed with water (3×10 mL), brine (10 mL), dried (MgSO4), concentrated in vacuo and the resulting orange oily solid crystallised from heptane to give the title compound (0.1 g, 25%) as a gold solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06787541B1 |
| Source dataset | uspto-grants-2004_09 |
| ORD ID | ord-0ac320fbca184228b536aa8e1713e0e6 |
| Source note | uspto-grants-2004_09 |