Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | HCID 117777994 | HCID 117777994 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 178525512 | HCID 178525512 | — |
Reaction Steps
A solution of the mixture (345 mg) containing tert-butyl 4-[(2,4-dimethoxyphenyl)methyl-{4-methoxy-5-[(3-phenylphenyl)methylcarbamoyl]-2-pyridyl}amino]-4-oxobutanoate in trifluoroacetic acid (4 mL) was left standing at room temperature for 17 hours. Ether (60 mL) was added to the reaction solution. The resulting suspension was filtered, and the product collected by filtration was washed with ether and dried under reduced pressure. To the obtained residue, a solution of boron tribromide in dichloromethane (1 M, 6 mL) was added at room temperature, and the mixture was stirred at 40° C. for 6 hours. The reaction mixture was cooled to room temperature, and water was then added thereto. The resulting suspension was filtered, and the product collected by filtration was washed with water and ether. The obtained residue was suspended in ethanol, and the suspension was shaken for 15 minutes in an ultrasonic bath and then filtered. The product collected by filtration was dried under reduced pressure to obtain the title compound (56.7 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09206168B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-64b79036e413439194a3734280d49223 |
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| Source note | uspto-grants-2015_12 |
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