HuagongsheHuagongshe Chemistry Print Report · For research reference only
(Pyrimidin-5-yl)boronic acid → 6-((2-Hydroxyethyl)(methyl)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-((2-hydroxyethyl)(methyl)amino)-N-(4-((trifluoromethyl)thio)phenyl)nicotinamide | HCID 89906571 | — |
| Product | 6-((2-Hydroxyethyl)(methyl)amino)-5-(pyrimidin-5-yl)-N-(4-((trifluoromethyl)thio)phenyl)nicotinamide | HCID 89906412 | — |
Reaction Steps
The title compound was prepared in an analogous fashion to that described in Example 185 using 5-bromo-6-((2-hydroxyethyl)(methyl)amino)-N-(4-((trifluoromethyl)thio)phenyl)nicotinamide (Stage 192.1) and pyrimidin-5-ylboronic acid to afford an off-white solid. HPLC (Condition 4) tR=5.26 min, UPLC-MS (Condition 3) tR=1.00 min, m/z=450.3 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 2.69 (s, 3H) 3.40-3.62 (m, 4H) 4.67 (t, J=1.00 Hz, 1H) 7.69 (d, J=8.60 Hz, 2H) 7.90 (d, J=1.00 Hz, 2H) 8.14 (d, J=2.30 Hz, 1H) 8.76 (d, J=2.50 Hz, 1H) 8.95 (s, 2H) 9.17 (s, 1H) 10.32 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09278981B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-9f22ad7f4ae9461d9a997bac3b04b57e |
| Source note | uspto-grants-2016_03 |