Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Maleic Acid | HCID 444266 | — |
| Reactant | HCID 25207322 | HCID 25207322 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 67531886 | HCID 67531886 | 91.1% |
Reaction Steps
(R,Z)-2-(5-Fluoro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-5-(2-hydroxy-3-morpholin-4-yl-propyl)-3-methyl-1,5,6,7-tetrahydro-pyrrolo[3,2-c]pyridin-4-one 1 (709 mg, 1.562 mmol) and cis-butenedioic acid (217 mg, 1.874 mmol) were dissolved in 150 mL of methanol under stirring at room temperature. After stirring to mix well, the reaction mixture was heated at 40° C. in an oil bath for 20 minutes and filtered under reduced pressure. The filtrate was concentrated under reduced pressure, and 50 mL of acetonitrile was then added to the residue. Upon completion of the addition, the mixture was heated to reflux for 20 minutes. The reaction mixture was cooled down to room temperature and filtered under reduced pressure to give the title compound (R,Z)-2-(5-fluoro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-5-(2-hydroxy-3-morpholin-4-yl-propyl)-3-methyl-1,5,6,7-tetrahydro-pyrrolo[3,2-c]pyridin-4-one maleate 23 (811 mg, yield 91.1%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08299069B2 |
|---|
| Source dataset | uspto-grants-2012_10 |
|---|
| ORD ID | ord-d4a3bf6b49f6437bba493d84946f1eba |
|---|
| Source note | uspto-grants-2012_10 |
|---|