HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 4-(5-(((4-Phenylpiperidin-4-yl)methoxy)methyl)pyridine-3yl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 4-Cyanophenylboronic acid | HCID 2734326 | — |
| Reactant | 3-Bromo-5-(((4-phenylpiperidin-4-yl)methoxy)methyl)pyridine | HCID 24800925 | — |
| Product | 4-(5-(((4-Phenylpiperidin-4-yl)methoxy)methyl)pyridine-3yl)benzonitrile | HCID 24800926 | 64% |
Reaction Steps
This compound was prepared according to the experimental condition of Example 1 method A from 3-bromo-5-(((4-phenylpiperidin-4-yl)methoxy)methyl)pyridine (75 mg, 0.16 mmoL), and 4-cyanobenzene boronic acid (90 mg, 0.64 mmol) to afford 50.0 mg (64%) of the desired compound as its TFA salt. 1H-NMR (CD3OD, 400 MHz) δ 8.99 (s, 1H), 8.52 (s, 1H), 8.25 (s, 1H), 7.92 (d, 2H, J=7.2 Hz), 7.83 (d, 2H, J=7.2 Hz), 7.21-7.46 (m, 5H), 4.64 (s, 2H), 3.58 (s, 2H), 3.32-3.60 (m, 2H), 2.89-2.96 (m, 2H), 2.51-2.56 (m, 2H), 2.21-2.22 (m, 2H). Mass spec.: 384.14 (MH)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071778B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-88b94d276d47423dba8eca1ab6eb6777 |
| Source note | uspto-grants-2011_12 |