Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Chloroquinazoline | HCID 78864 | — |
| Reactant | HCID 69673702 | HCID 69673702 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 69673423 | HCID 69673423 | 82.5% |
Reaction Steps
To 15 ml of DMF were added 550 mg of 2-vinyl-4-phenyl-3-butynylamine, 500 mg of 4-chloroquinazoline, and 636 μl of triethylamine, and the mixture was stirred at 80° C. for 5 hours. After cooling the reaction mixture, 20 ml of water was added and two extractions were conducted with 50 ml of ethyl acetate. After being washed twice with 50 ml of saturated brine, the organic layer was dried over sodium sulfate. After filtering the sodium sulfate, the organic layer was concentrated and purified by means of flash chromatography (Isolera™ manufactured by Biotage AB) to give 750 mg of the end product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09089139B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-495996e052e346149cb27d1da708f703 |
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| Source note | uspto-grants-2015_07 |
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