HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Pyridinylboronic acid → 2-(3-(Hydroxymethyl)azetidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)-[3,3'-bipyridine]-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Pyridinylboronic acid | HCID 2734378 | — |
| Reactant | 5-bromo-6-(3-(hydroxymethyl)azetidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide | HCID 89907980 | — |
| Product | 2-(3-(Hydroxymethyl)azetidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)-[3,3'-bipyridine]-5-carboxamide | HCID 118195133 | — |
Reaction Steps
The title compound was prepared in an analogous fashion to that described in Example 128 using 5-bromo-6-(3-(hydroxymethyl)azetidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide (Stage 135.1) and pyridin-3-ylboronic acid. HPLC (Condition 4) tR=4.38 min, UPLC-MS (Condition 3) tR=0.92 min, m/z=445.2 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 2.53-2.68 (m, 1H) 3.37-3.49 (m, 4H) 3.68 (t, J=8.41 Hz, 2H) 4.66 (t, J=5.28 Hz, 1H) 7.33 (d, J=8.99 Hz, 2H) 7.49 (dd, J=7.82, 4.69 Hz, 1H) 7.84 (d, J=8.99 Hz, 3H) 7.99 (d, J=2.35 Hz, 1H) 8.54-8.60 (m, 1H) 8.64 (d, J=1.96 Hz, 1H) 8.72-8.78 (m, 1H) 10.18 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09278981B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-b21b143e3fd344acbcd6a258771517a7 |
| Source note | uspto-grants-2016_03 |