HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → N2-(3-(Dimethylamino)propyl)-N4-(piperidin-4-yl)quinazoline-2,4-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Ammonia methanol | HCID 21705897 | — |
| Reactant | tert-Butyl 4-(2-(3-(Dimethylamino)propylamino)quinazolin-4-ylamino)piperidine-1-carboxylate | HCID 58006221 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N2-(3-(Dimethylamino)propyl)-N4-(piperidin-4-yl)quinazoline-2,4-diamine | HCID 58006203 | — |
Reaction Steps
tert-Butyl 4-(2-(3-(dimethylamino)propylamino)quinazolin-4-ylamino)piperidine-1-carboxylate (3.3 g, 7.71 mmol) in CH2Cl2 (20 ml) at 0° C. was added CF3COOH (4 ml, 53.9 mmol) and the reaction was stirred at room temperature overnight. The reaction mixture was then neutralized with 7 N NH3-MeOH. The resulting white solid was filtered away. The filtrate was concentrated and purified by silica gel column chromatography using 10% NH3 ca. 7 N MeOH in CH2Cl2 and 90% CH2Cl2 solution as eluent to obtain the title compound as a pure white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08193203B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-c5cbabfea4e24e89a6b722e196ea7361 |
| Source note | uspto-grants-2012_06 |