Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hippuric Acid | HCID 464 | — |
| Reactant | Indacaterol | HCID 6918554 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 23642183 | HCID 23642183 | — |
Reaction Steps
A suspension of 1.95 g (R)-5-[2-(5,6-diethyl-indan-2-ylamino)-1-hydroxyethyl]-8-hydroxy-1H-quinolin-2-one base (4.968 mmoles) in 28.5 ml methanol is heated to 45° C. 0.89 g hippuric acid (4.968 mmoles) are added in portions over 5 minutes at 45-50° C. The resulting almost complete solution, is further stirred at 50° C. Spontaneous crystallization occurs after ca 5 minutes. 15 ml methanol are added to the very thick mixture. The suspension is allowed to cool and stirred for 4 hours at room temperature. The suspension is filtered and the salt is washed with 10 ml methanol. The crystals are dried first for 20 hours at 70° C. and ca. 10 mbar and further for 4 hours at 60° C. and ca. 1 mbar. Yield: 2.15 g white powder (75.7%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08198450B2 |
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| Source dataset | uspto-grants-2012_06 |
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| ORD ID | ord-4d685a8eec29403593335830073a345f |
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| Source note | uspto-grants-2012_06 |
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