HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Fluoropiperidine → N-[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]-3-[2-(4-fluoropiperidin-1-yl)ethoxy]-1H-pyrazolo[3,4-d]pyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Fluoropiperidine | HCID 2759159 | — |
| Reactant | 3-(2-chloroethoxy)-N-[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine | HCID 11502891 | — |
| Product | N-[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]-3-[2-(4-fluoropiperidin-1-yl)ethoxy]-1H-pyrazolo[3,4-d]pyrimidin-4-amine | HCID 11504233 | 38% |
Reaction Steps
The procedure described in Example 23 was repeated using 3-(2-chloroethoxy)-N-[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine (prepared as described in Example 13) and 4-fluoropiperidine to give the title compound in 38% yield; NMR Spectrum: 1.68-1.72 (m, 2H), 1.78-1.87 (m, 2H), 2.41-2.44 (m, 2H), 2.62-2.66 (m, 2H), 2.81 (t, 2H), 4.42 (t, 2H), 4.65 (dm, 1H), 5.29 (s, 2H), 7.24 (d, 1H), 7.36-7.38 (m, 1H), 7.55-7.58 (m, 2H), 7.85-7.91 (m, 2H), 8.29 (s, 1H), 8.51 (s, 1H), 8.59 (d, 1H); Mass Spectrum: 498 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07947676B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-3a35d22efde0491a8b2ebaca80407b5e |
| Source note | uspto-grants-2011_05 |