HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Fluoro-3-methoxyphenylboronic acid → 1-(2',6-Difluoro-3'-methoxybiphenyl-3-yl)-4-fluoro-1-(pyrimidin-5-yl)-1H-isoindol-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Fluoro-3-methoxyphenylboronic acid | HCID 4985744 | — |
| Reactant | 1-(3-Bromo-4-fluorophenyl)-4-fluoro-1-(pyrimidin-5-yl)-1H-isoindol-3-amine | HCID 58579533 | — |
| Product | 1-(2',6-Difluoro-3'-methoxybiphenyl-3-yl)-4-fluoro-1-(pyrimidin-5-yl)-1H-isoindol-3-amine | HCID 46206640 | 18% |
Reaction Steps
The title compound was synthesized as described for Example 12 in 18% yield, starting from 1-(3-bromo-4-fluorophenyl)-4-fluoro-1-(pyrimidin-5-yl)-1H-isoindol-3-amine (59.6 mg, 0.15 mmol) and 2-fluoro-3-methoxybenzeneboronic acid (59.5 mg, 0.35 mmol); 1H NMR (500 MHz, DMSO-d6)6 ppm 9.08 (s, 1 H) 8.74 (s, 2 H) 7.81 (d, 1 H) 7.53-7.60 (m, 1 H) 7.42-7.49 (m, 1 H) 7.37 (dd, 1 H) 7.25-7.33 (m, 2 H) 7.18-7.25 (m, 2 H) 6.87-6.93 (m, 1 H) 6.77 (br. s., 2 H) 3.85 (s, 3 H). MS (ES−) m/z 445 [M−H]−
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08030500B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-27f032616eb148ad938a28afda735f99 |
| Source note | uspto-grants-2011_10 |