HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cycloheptane → Sunitinib
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cycloheptane | HCID 9265 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | 5-fluoro-1,3-dihydro-2H-indol-2-one | HCID 3731012 | — |
| Reactant | N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide | HCID 20761785 | — |
| Solvent | Cyclohexane | HCID 8078 | — |
| Solvent | Cyclopentane | HCID 9253 | — |
| Product | Sunitinib | HCID 5329102 | — |
Reaction Steps
According to the process of the present invention, 5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (2-diethylaminoethyl)-amide (IX) and 5-Fluoro-1,3-dihydro-indol-2-one (X) in non-polar alicyclic hydrocarbon solvents like cyclopentane, cyclohexane or cycloheptane are reacted in presence of catalytic amount of pyrrolidine as base at reflux temperature for 1-6 hours. The resultant Sunitinib base is again triturated with the same solvent at reflux temperature for 1-2 hours and isolated at a temperature ranging from 20-45° C., preferably at 25-35° and most preferably at 25-30° C. and dried at 60° C. for 5-20 hours to get Sunitinib base (I) as orange crystalline solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08466190B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-bd12b5e3fb10416d9a83bf31525df26d |
| Source note | uspto-grants-2013_06 |