HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2-Aminopyrimidin-5-yl)boronic acid → 5-(2-Aminopyrimidin-5-yl)-6-(pyrrolidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2-Aminopyrimidin-5-yl)boronic acid | HCID 17750211 | — |
| Reactant | 5-bromo-6-(pyrrolidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide | HCID 89906867 | — |
| Product | 5-(2-Aminopyrimidin-5-yl)-6-(pyrrolidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide | HCID 89907924 | — |
Reaction Steps
The title compound was prepared in an analogous fashion to that described in Example 66 using 5-bromo-6-(pyrrolidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide (Stage 67.1) and (2-aminopyrimidin-5-yl)boronic acid to afford a white solid. UPLC-MS (Condition 3) tR=0.99 min, m/z=445.3 [M+H]+, m/z=443.1 [M−H]−; 1H-NMR (400 MHz, DMSO-d6) δ ppm 1.75-1.84 (m, 4H) 3.18-3.26 (m, 4H) 6.77 (s, 2H) 7.34 (d, J=8.31 Hz, 2H) 7.86 (d, J=9.29 Hz, 2H) 7.95 (d, J=2.45 Hz, 1H) 8.27 (s, 2H) 8.71 (d, J=2.45 Hz, 1H) 10.12 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09278981B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-803908f123274e9797454d27e13bc282 |
| Source note | uspto-grants-2016_03 |