HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl Acetate → Sunitinib
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl Acetate | HCID 6584 | — |
| Reactant | Isopropyl Acetate | HCID 7915 | — |
| 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 | Ethyl Acetate | HCID 8857 | — |
| 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 esters like ethyl acetate, methyl acetate or isopropyl acetate are reacted in presence of catalytic amount of pyrrolidine as base at reflux temperature for 6-15 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-9a373fcd5ce947329a3a0cfeadd89da1 |
| Source note | uspto-grants-2013_06 |