HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-[4-(4-Isopropylcinnamoyl)-piperazin-1-yl]-4-amino-6,7-dimethoxyquinazolin
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | 3-(4-(1-Methylethyl)phenyl)-2-propenoic acid | HCID 72854 | — |
| Reactant | 2-Piperazine-4-amino-6,7-dimethoxy quinoline hydrochloride | HCID 20473833 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 2-[4-(4-Isopropylcinnamoyl)-piperazin-1-yl]-4-amino-6,7-dimethoxyquinazolin | HCID 54406822 | — |
Reaction Steps
To a mixture of 342 mg. of 4-isopropylcinnamic acid and 727 mg. of triethylamine in 20 ml. of acetone were added dropwise under ice-cooling 195 mg. of ethyl chlorocarbonate and the resulting mixture was stirred for 3.5 hours. Then, 543 mg. of 2-(piperazin-1-yl)-4-amino-6,7-dimethoxyquinazoline.hydrochloride were added thereto and stirring was continued at room temperature overnight. Then, the acetone was distilled off, the residue was dissolved in 20 ml. of 10% K2CO3 and extracted with ethyl acetate. After drying over magnesium sulfate, the extract was concentrated and recrystallization from methanol gave 361 mg. of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04189484 |
| Source dataset | uspto-grants-1980_02 |
| ORD ID | ord-11cb611237c5439e89410348931acdb0 |
| Source note | uspto-grants-1980_02 |