Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 10627502 | HCID 10627502 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 10769547 | HCID 10769547 | 86.6% |
Reaction Steps
To a solution of 8-[2,6-dichloro-3-[N-[(E)-3-(6-ethoxycarbonylpyridin-3-yl)acryloylglycyl]-N-methylamino]benzyloxy]-2-methylquinoline (2.07 g) in ethanol (20 ml) was added 1N sodium hydroxide solution (3.75 ml) at ambient temperature. The mixture was stirred for 3 hours at 60° C. The reaction mixture was adjusted to pH 4 with 1N hydrochloric acid and concentrated. The residue was purified by flash chromatography (dichloromethane--methanol) to give 8-[3-[N-[(E)-3-(6-carboxypyridin-3-yl)acryloylglycyl]-N-methylamino]-2,6-dichlorobenzyloxy]-2-methylquinoline (1.71 g) as an amorphous powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05994368 |
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| Source dataset | uspto-grants-1999_11 |
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| ORD ID | ord-858fd2f33f9048fcbb085b27d980217a |
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| Source note | uspto-grants-1999_11 |
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