HuagongsheHuagongshe Chemistry Print Report · For research reference only
(Pyrimidin-5-yl)boronic acid → 6-(Ethyl(2-hydroxyethyl)amino)-5-(pyrimidin-5-yl)-N-(4-((trifluoromethyl)thio)phenyl)nicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (Pyrimidin-5-yl)boronic acid | HCID 2795193 | — |
| Reactant | 5-bromo-6-(ethyl(2-hydroxyethyl)amino)-N-(4-((trifluoromethyl)thio)phenyl)nicotinamide | HCID 89906420 | — |
| Product | 6-(Ethyl(2-hydroxyethyl)amino)-5-(pyrimidin-5-yl)-N-(4-((trifluoromethyl)thio)phenyl)nicotinamide | HCID 89907917 | — |
Reaction Steps
The title compound was prepared in an analogous fashion to that described in Example 185 using 5-bromo-6-(ethyl(2-hydroxyethyl)amino)-N-(4-((trifluoromethyl)thio)phenyl)nicotinamide (Stage 195.1) and pyrimidin-5-ylboronic acid to afford an off-white foam. HPLC (Condition 4) tR=5.43 min, UPLC-MS (Condition 3) tR=1.05 min, m/z=464.3 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 0.88 (t, J=6.84 Hz, 3H) 3.14 (m, J=7.00, 7.00, 7.00 Hz, 2H) 3.32-3.52 (m, 4H) 4.61 (t, J=5.08 Hz, 1H) 7.69 (d, J=8.60 Hz, 2H) 7.90 (d, J=8.60 Hz, 2H) 8.10 (d, J=2.35 Hz, 1H) 8.77 (d, J=1.95 Hz, 1H) 9.01 (s, 2H) 9.19 (s, 1H) 10.35 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09278981B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-6c7e071eba5346649f8299e480a75c6f |
| Source note | uspto-grants-2016_03 |