HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methylpyridine-5-boronic acid → 2-(3-(Hydroxymethyl)azetidin-1-yl)-6'-methyl-N-(4-(trifluoromethoxy)phenyl)-[3,3'-bipyridine]-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methylpyridine-5-boronic acid | HCID 2763081 | — |
| Reactant | 5-bromo-6-(3-(hydroxymethyl)azetidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide | HCID 89907980 | — |
| Product | 2-(3-(Hydroxymethyl)azetidin-1-yl)-6'-methyl-N-(4-(trifluoromethoxy)phenyl)-[3,3'-bipyridine]-5-carboxamide | HCID 118195354 | — |
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 (6-methylpyridin-3-yl)boronic acid. HPLC (Condition 4) tR=4.18 min, UPLC-MS (Condition 3) tR=0.93 min, m/z=459.2 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 2.48 (s, 3H) 2.58 (t, J=5.87 Hz, 1H) 3.39-3.47 (m, 4H) 3.69 (t, J=8.60 Hz, 2H) 4.66 (t, J=5.28 Hz, 1H) 7.33 (m, J=8.40, 2.50 Hz, 3H) 7.71 (dd, J=7.82, 2.35 Hz, 1H) 7.81-7.86 (m, 2H) 7.95 (d, J=2.35 Hz, 1H) 8.49 (d, J=2.35 Hz, 1H) 8.73 (d, J=1.95 Hz, 1H) 10.17 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09278981B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-b70e7351257642ada7e2a61bce44d442 |
| Source note | uspto-grants-2016_03 |