HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrrolidine → N-[3-methoxy-4-(pyridin-2-ylmethoxy)phenyl]-3-(2-pyrrolidin-1-ylethoxy)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | 2-[(4-{[3-methoxy-4-(pyridin-2-ylmethoxy)phenyl]amino}-1H-pyrazolo[3,4-d]pyrimidin-3-yl)oxy]ethyl methanesulfonate | HCID 11511439 | — |
| Product | N-[3-methoxy-4-(pyridin-2-ylmethoxy)phenyl]-3-(2-pyrrolidin-1-ylethoxy)-1H-pyrazolo[3,4-d]pyrimidin-4-amine | HCID 11539890 | 61% |
Reaction Steps
The procedure described in Example 55 was repeated using 2-[(4-{[3-methoxy-4-(pyridin-2-ylmethoxy)phenyl]amino}-1H-pyrazolo[3,4-d]pyrimidin-3-yl)oxy]ethyl methanesulfonate (prepared as described in Example 18) and pyrrolidine to give the title compound in 61% yield; NMR Spectrum: 1.65 (s, 4H), 2.54 (s, 4H), 2.87 (t, 2H), 3.82 (s, 3H), 4.42 (t, 2H), 5.16 (s, 2H), 7.02 (d, 1H), 7.20 (dd, 1H), 7.36 (t+d, 2H), 7.54 (d, 1H), 7.85 (td, 1H), 8.25 (s, 1H), 8.48 (s, 1H), 8.58 (d, 1H); Mass Spectrum: 462 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07947676B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-e4fea98553974267b3f890def4588148 |
| Source note | uspto-grants-2011_05 |