HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Pyrrolidone carboxylic acid → N-(3-methyl-4-oxo-2-(3-(trifluoromethyl)phenyl)-3,4-dihydroquinazolin-8-yl)-5-oxopyrrolidine-2-carboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Pyrrolidone carboxylic acid | HCID 499 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Thionyl Chloride | HCID 24386 | — |
| Edukt | 8-amino-3-methyl-2-(3-(trifluoromethyl)phenyl)quinazolin-4(3H)-one | HCID 58552822 | — |
| Katalysator | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | N-(3-methyl-4-oxo-2-(3-(trifluoromethyl)phenyl)-3,4-dihydroquinazolin-8-yl)-5-oxopyrrolidine-2-carboxamide | HCID 58552818 | — |
Reaktionsschritte
Thionylchloride (83 mg, 0.7 mmol) was added to a solution of 5-oxopyrrolidine-2-carboxylic acid 19 (65 mg, 0.5 mmol) in THF (5 mL) at 0° C. DMF (1 drop) was added and the solution was allowed to warm to room temperature for 3 h then cooled to 0° C. A solution of 8-amino-3-methyl-2-(3-(trifluoromethyl)phenyl)quinazolin-4(3H)-one 5 (65 mg, 0.2 mmol) and triethylamine (145 mg, 1.44 mmol) in THF (1 mL) was added and the reaction mixture was allowed to warm to room temperature and stirred for 12 h. The reaction mixture was concentrated to dryness and the crude residue was purified by preparative TLC to give Compound 339. MS (ESI) calcd for C21H17F3N4O3: 430.1. found: 431 [M+H].
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09326986B2 |
| Quelldatensatz | uspto-grants-2016_05 |
| ORD ID | ord-39b8027fde4f46f28eacddcf04cf7944 |
| Quellennotiz | uspto-grants-2016_05 |