HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3-(2-Chlorophenyl)-2-(2-ethylcarbamoylethyl)-5,7-dimethyl-4-oxo-3,4-dihydroquinazoline-6-carboxylic Acid Ethyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Amino-5-ethoxycarbonyl-4,6-dimethylbenzoic acid | HCID 12685840 | — |
| Reactant | 2-Ethylbutanedioyl dichloride | HCID 21864608 | — |
| Reactant | 4-(3-Ethoxycarbonylpropionylamino)-2,6-dimethylisophthalic acid 1-ethyl ester | HCID 86597583 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(2-Chlorophenyl)-2-(2-ethylcarbamoylethyl)-5,7-dimethyl-4-oxo-3,4-dihydroquinazoline-6-carboxylic Acid Ethyl Ester | HCID 11590608 | — |
Reaction Steps
4-(3-Ethoxycarbonylpropionylamino)-2,6-dimethylisophthalic acid 1-ethyl ester: A stirred solution of 4-amino-2,6-dimethylisophthalic acid 1-ethyl ester (0.3 g, 1.26 mmol) and triethylamine (0.355 mL, 2.55 mmol) in dichloromethane (15 mL) at 0° C. is treated with ethyl succinyl chloride (0.199 mL, 1.39 mmol), and the reaction mixture is allowed to warm to room temperature overnight. The reaction mixture is washed with 1 M hydrochloric acid, back-washed with brine and dried over anhydrous MgSO4. The solvent is removed under reduced pressure to afford the title compound, which is used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08552015B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-597a5eed3804470c967de9592dc81776 |
| Source note | uspto-grants-2013_10 |