HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(Trifluoromethyl)phenylboronic acid → 5-(pyridin-3-yl)-3-(3-(trifluoromethyl)phenyl)-1H-pyrazolo[3,4-c]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(Trifluoromethyl)phenylboronic acid | HCID 2734388 | — |
| Reactant | 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine | HCID 2734656 | — |
| Reactant | 5-bromo-3-iodo-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-c]pyridine | HCID 72698482 | — |
| Product | 5-(pyridin-3-yl)-3-(3-(trifluoromethyl)phenyl)-1H-pyrazolo[3,4-c]pyridine | HCID 71253847 | 33% |
Reaction Steps
Following the Suzuki coupling procedure of Example 159, 5-bromo-3-iodo-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-c]pyridine and 3-(trifluoromethyl)phenylboronic acid were reacted and the product was consequently reacted under Suzuki coupling procedure of Example 10 with 3-pyridineboronic acid pinacol ester and deprotected by the procedure of Example 131. The mixture was obtained as a base and purified by crystallization from ethyl acetate to afford 56 mg (33%) of 126 over three steps. ESI MS m/z 341.1 (M+1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09260425B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-20ada204a977483ba2c5f17f8d5593c3 |
| Source note | uspto-grants-2016_02 |