Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acrylic Acid | HCID 6581 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | N4-(3-Methylphenyl)-4,7-quinazolinediamine | HCID 18176235 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 10494722 | HCID 10494722 | 50.3% |
Reaction Steps
To a stirred solution of 7-amino-4-[(3-methylphenyl)amino]quinazoline (123 mg, 0.49 mmol), acrylic acid (0.04 mL, 0.58 mmol), triethylamine (0.15 mL, 1.1 mmol) in DMF (1.5 mL) at 0° C. was added 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (123 mg, 0.64 mmol). The resulting light yellow mixture was stirred at 25° C. for 20 hours and quenched with water. The solid was collected and purified by sonication with a mixture of CH2Cl2/EtOAc/MeOH to give the desired product as a yellow solid (75 mg, 49%), mp 269.7-270° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06602863B1 |
|---|
| Source dataset | uspto-grants-2003_08 |
|---|
| ORD ID | ord-25b4e8e77a474731b4658e4d5d7c21aa |
|---|
| Source note | uspto-grants-2003_08 |
|---|
