Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Propylphosphonic anhydride | HCID 111923 | — |
| Reactant | 8-Quinazolinecarboxaldehyde, 5-bromo-, oxime | HCID 131733510 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71743940 | HCID 71743940 | 59.8% |
Reaction Steps
To a solution of 5-Bromo-quinazoline-8-carbaldehyde oxime (3000.00 mg; 11.90 mmol; 1.00 eq.) in DMF (15 ml) was added 2,4,6-Tripropyl-[1,3,5,2,4,6]trioxatriphosphinane 2,4,6-trioxide (10.42 ml; 17.85 mmol; 1.50 eq.) 50% in DMF. The resulting mixture was stirred at 100° C. for 45 min, LCMS showed major peak (MS: 252/254, 234/236) and small (MS: 208/209). The reaction mixture was cooled, poured into water, extracted with EtOAc, dried and concentrated to yield sticky solid, which was washed with ether to collected the title product (1665 mg. yield 59.6%). LC-MS (232/234 and 250/252).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09139568B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-e3b4570d84cc41c2acfc099b103e0ae7 |
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| Source note | uspto-grants-2015_09 |
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