HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidin-4-ol → 1-(2-{[4-({3-chloro-4-[(6-methylpyridin-3-yl)oxy]phenyl}amino)-1H-pyrazolo[3,4-d]pyrimidin-3-yl]oxy}ethyl)piperidin-4-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidin-4-ol | HCID 79341 | — |
| Reactant | 3-(2-chloroethoxy)-N-{3-chloro-4-[(6-methylpyridin-3-yl)oxy]phenyl}-1H-pyrazolo[3,4-d]pyrimidin-4-amine | HCID 11654890 | — |
| Product | 1-(2-{[4-({3-chloro-4-[(6-methylpyridin-3-yl)oxy]phenyl}amino)-1H-pyrazolo[3,4-d]pyrimidin-3-yl]oxy}ethyl)piperidin-4-ol | HCID 11684684 | 36% |
Reaction Steps
The procedure described in Example 23 was repeated using 3-(2-chloroethoxy)-N-{3-chloro-4-[(6-methylpyridin-3-yl)oxy]phenyl}-1H-pyrazolo[3,4-d]pyrimidin-4-amine and 4-hydroxypiperidine to give the title compound in 36% yield; NMR Spectrum: 1.32-1.38 (m, 2H), 1.67-1.69 (m, 2H), 2.16 (t, 2H), 2.45 (s, 3H), 2.79 (m, 4H), 3.40-3.44 (m, 1H), 4.43 (t, 2H), 4.52 (br s, 1H), 7.20 (d, 1H), 7.26 (br s, 2H), 7.71 (d, 1H), 8.12 (s, 1H), 8.21 (s, 1H), 8.35 (s, 1H), 8.61 (br s, 1H); Mass Spectrum: 496 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07947676B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-4d465e438b5445c4a8391c28e45a1d27 |
| Source note | uspto-grants-2011_05 |