HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride, 3-chloro- → (3R)-N-{4'-[(3-Chlorobenzoyl)amino]biphenyl-4-yl}quinuclidine-3-carboxamide hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride, 3-chloro- | HCID 69252 | — |
| Reactant | (3R)-N-(4'-Aminobiphenyl-4-yl)quinuclidine-3-carboxamide dihydrochloride | HCID 67427707 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | (3R)-N-{4'-[(3-Chlorobenzoyl)amino]biphenyl-4-yl}quinuclidine-3-carboxamide hydrochloride | HCID 11317946 | — |
Reaction Steps
A solution of 50 mg (0.13 mmol) of ((3R)—N-(4′-aminobiphenyl-4-yl)quinuclidine-3-carboxamide dihydrochloride (Example 7A) and 44.4 mg (0.25 mmol) of 3-chlorobenzoyl chloride in 1.0 ml of pyridine is stirred at room temperature for 3 h. The reaction mixture is concentrated in vacuo, and the residue is purified by preparative HPLC. The product fractions are concentrated, mixed with 3 ml of 1 N hydrochloric acid, again concentrated and dried under high vacuum. 62 mg (98.5% of theory) of the title compound are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09227964B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-9db4801a98c8432e90c6b90ed9ab535d |
| Source note | uspto-grants-2016_01 |