HuagongsheHuagongshe Chemistry Print Report · For research reference only
(Pyrimidin-5-yl)boronic acid → 4-Fluoro-1-(6-methoxy-5-(trifluoromethyl)pyridin-3-yl)-1-(3-(pyrimidin-5-yl)phenyl)-1H-isoindol-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (Pyrimidin-5-yl)boronic acid | HCID 2795193 | — |
| Reactant | 1-(3-Bromophenyl)-4-fluoro-1-(6-methoxy-5-(trifluoromethyl)pyridin-3-yl)-1H-isoindol-3-amine | HCID 58579481 | — |
| Product | 4-Fluoro-1-(6-methoxy-5-(trifluoromethyl)pyridin-3-yl)-1-(3-(pyrimidin-5-yl)phenyl)-1H-isoindol-3-amine | HCID 46203073 | 79% |
Reaction Steps
The title compound was synthesized as described for Example 1 in 79% yield, starting from 1-(3-bromophenyl)-4-fluoro-1-(6-methoxy-5-(trifluoromethyl)pyridin-3-yl)-1H-isoindol-3-amine (680 mg, 1.42 mmol), pyrimidin-5-ylboronic acid (211 mg, 1.70 mmol). 1H NMR (400 MHz, DMSO-d6) δ ppm 9.18 (s, 1 H) 9.05 (s, 2 H) 8.41 (d, 1 H) 7.91 (d, 1 H) 7.87 (d, 1 H) 7.66-7.72 (m, 2 H) 7.56 (td, 1 H) 7.44-7.52 (m, 2 H) 7.28 (dd, 1 H) 6.72 (br. s., 2 H) 3.94 (s, 3 H); MS (ES+) m/z 480 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08030500B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-656bbcd55e86496b84b50cb7ba13e6fe |
| Source note | uspto-grants-2011_10 |