Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | Ethyl 3-aminobenzoate | HCID 11400 | — |
| Reactant | 5,8-Dibromo-(1,2,4)triazolo(1,5-a)pyrazine | HCID 49758022 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 57589970 | HCID 57589970 | 98% |
Reaction Steps
5,8-Dibromo-[1,2,4]triazolo[1,5-a]pyrazine (1.39 g, 5.00 mmol) and ethyl 3-aminobenzoate (0.93 g, 5.60 mmol) are stirred in iPrOH (10 mL) and HBr (48% aq., 1.14 mL, 10 mmol) is added. The mixture is heated at 85° C. for 4 h and then cooled to rt and quenched with NaHCO3 (sat. aq., 25 mL). The resulting suspension is cooled to 0° C. and the white solid is collected by suction filtration and washed with water (10 mL). The crude product is taken up in EtOH and the solvent evaporated to afford the title compound as an off-white solid (1.79 g, 4.9 mmol) which is used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07501411B2 |
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| Source dataset | uspto-grants-2009_03 |
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| ORD ID | ord-5a9e8cf340204f16a39d32d54c680c26 |
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| Source note | uspto-grants-2009_03 |
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