HuagongsheHuagongshe Chemistry Print Report · For research reference only
Prolinol, (R)- → ((2R)-1-{2-[(4-{[3-methoxy-4-(pyridin-2-ylmethoxy)phenyl]amino}-1H-pyrazolo[3,4-d]pyrimidin-3-yl)oxy]ethyl}pyrrolidin-2-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Prolinol, (R)- | HCID 2724541 | — |
| 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 | ((2R)-1-{2-[(4-{[3-methoxy-4-(pyridin-2-ylmethoxy)phenyl]amino}-1H-pyrazolo[3,4-d]pyrimidin-3-yl)oxy]ethyl}pyrrolidin-2-yl)methanol | HCID 11663197 | 47% |
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 and (R)-2-pyrrolidinemethanol to give the title compound in 47% yield; NMR Spectrum: 1.50 (m, 1H), 1.65 (m, 2H), 1.79 (m, 1H), 2.33 (q, 1H), 2.58 (m, 1H), 2.79 (dt, 1H), 3.15 (td, 1H), 3.27 (m, 1H), 3.41 (m, 1H), 3.81 (s, 3H), 4.40 (t, 2H), 4.43 (t, 1H), 5.16 (s, 2H), 7.00 (d, 1H), 7.27 (dd, 1H), 7.36 (m, 2H), 7.39 (d, 1H), 7.55 (d, 1H), 7.85 (td, 1H), 8.21 (s, 1H), 8.26 (s, 1H), 8.58 (d, 1H); Mass Spectrum: 492 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07947676B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-ce09c9051f494f6abd29c016b1edd012 |
| Source note | uspto-grants-2011_05 |