Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Propiolic Acid | HCID 10110 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | N4-(3-Bromophenyl)quinazoline-4,6-diamine | HCID 5328042 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 9907221 | HCID 9907221 | — |
Reaction Steps
1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (200 mg, 1.04 mmol) was added to a solution of 6-amino-4-[(3-bromophenyl)-amino]quinazoline (158 mg, 0.5 mmol) and propiolic acid (0.08 mL, 1.1 mmol) in DMF (1.5 mL) stirred under N2 at 0° C. The resulting solution was stirred at 0° C. for 30 minutes and quenched with water. The formed fine solid was collected by Buchner filtration then dissolved in methanol and purified by preparative tlc on silica, eluting with 10% MeOH/CHCl3. The title compound was isolated as a yellow solid (21 mg, 12%), mp>310° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06602863B1 |
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| Source dataset | uspto-grants-2003_08 |
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| ORD ID | ord-33420285586c4275896ed05d57b66bbc |
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| Source note | uspto-grants-2003_08 |
|---|
