HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Fluoro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine → 1-(3-Fluoropyridin-4-yl)-1-[3-(5-fluoropyridin-3-yl)phenyl]-1H-isoindol-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Fluoro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine | HCID 16414268 | — |
| Reactant | 1-(3-Bromophenyl)-1-(3-fluoropyridin-4-yl)-1H-isoindol-3-amine | HCID 59596281 | — |
| Product | 1-(3-Fluoropyridin-4-yl)-1-[3-(5-fluoropyridin-3-yl)phenyl]-1H-isoindol-3-amine | HCID 59596263 | 57% |
Reaction Steps
The title compound was synthesized from 1-(3-bromophenyl)-1-(3-fluoropyridin-4-yl)-1H-isoindol-3-amine (Scheme #12, I) as described in Scheme #10, D in 57% yield using 3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine. 1H NMR (DMSO-d6) δ 8.58-8.52 (m, 1 H), 8.49 (d, J=2.78 Hz, 1 H), 8.37 (d, J=2.78 Hz, 1 H), 8.27 (d, J=4.80 Hz, 1 H), 7.88-7.82 (m, 1 H), 7.81-7.72 (m, 2 H), 7.60-7.53 (m, 1 H), 7.51-7.40 (m, 3 H), 7.35 (t, J=7.71 Hz, 1 H), 7.30-7.25 (m, 1 H), 7.21 (dd, J=6.82, 5.05 Hz, 1 H), 6.95 (br s, 2 H), 1.84 (s, 1.4 H); MS (ESI) m/z 399 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07855213B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-a0131b31d2634f38bfedc4467fd5dfeb |
| Source note | uspto-grants-2010_12 |