HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acryloyl chloride → 1-(4-(((5-Fluoro-3-(4-phenoxyphenyl)pyridin-2-yl)amino)methyl)piperidin-1-yl)prop-2-en-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acryloyl chloride | HCID 13140 | — |
| Reactant | 1-Boc-4-(aminomethyl)piperidine | HCID 736817 | — |
| Reactant | 4-Phenoxyphenylboronic acid | HCID 2734377 | — |
| Reactant | 3-Bromo-2-chloro-5-fluoropyridine | HCID 40418626 | — |
| Product | 1-(4-(((5-Fluoro-3-(4-phenoxyphenyl)pyridin-2-yl)amino)methyl)piperidin-1-yl)prop-2-en-1-one | HCID 86721751 | — |
Reaction Steps
1-(4-(((5-fluoro-3-(4-phenoxyphenyl)pyridin-2-yl)amino)methyl)piperidin-1-yl)prop-2-en-1-one was prepared from 3-bromo-2-chloro-5-fluoropyridine, tert-butyl 4-(aminomethyl)piperidine-1-carboxylate, (4-phenoxyphenyl)boronic acid, and acryloyl chloride using methods B, C, D, and F. HPLC purity: 99%. MS: m/z=432 [M+H]+. 1H-NMR (DMSO-d6) δ 8.01 (s, 1H), 7.47-7.45 (m, 4H), 7.32 (d, 1H), 7.21 (t, 1H), 7.12-7.09 (m, 4H), 6.82-6.75 (m, 1H), 6.07 (d, 1H), 5.82 (broad s, 1H), 5.64 (d, 1H), 4.39 (d, 1H), 4.02 (d, 1H), 3.18 (d, 2H), 2.99 (t, 1H), 2.59 (t, 1H), 1.92 (s, 1H), 1.68 (m, 2H), 1.00 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073947B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-bdd914e6dcd44df6a1af38cfa32e2b27 |
| Source note | uspto-grants-2015_07 |