Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Hydroxy-N,N-dipropylacetamide | HCID 13823567 | — |
| Reactant | HCID 21833538 | HCID 21833538 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 21833472 | HCID 21833472 | 75% |
Reaction Steps
To a mixture of 2-hydroxy-N,N-dipropylacetamide (1.8 g) and dimethylformamide (20 ml) is added sodium hydride (about 60% oily, 0.5 g) at 0 to 5° C., and the mixture is stirred at 0° C. for one hour. To the reaction mixture is added 4-chloro-2-(4-fluorophenyl)-5,6,7,8-tetrahydroquinazoline (2.0 g) at the same temperature, and the mixture is stirred at room temperature for four hours. To the mixture are added chloroform and ice-water, and the chloroform layer is collected, washed with water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue is purified by silica gel column chromatography (eluent; chloroform), and recrystallized from a mixture of diethyl ether and n-hexane to give the desired compound (2.2 g), m.p. 95-96° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05972946 |
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| Source dataset | uspto-grants-1999_10 |
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| ORD ID | ord-353e52fd375346099c2afea2d33c6ce6 |
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| Source note | uspto-grants-1999_10 |
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