HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloro-5-fluoropyridine-3-boronic acid pinacol ester → HCID 118195348, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloro-5-fluoropyridine-3-boronic acid pinacol ester | HCID 53398370 | — |
| Reactant | (R)-5-Bromo-N-(4-(chlorodifluoromethoxy)phenyl)-6-(3-hydroxypyrrolidin-1-yl)nicotinamide | HCID 72545856 | — |
| Product | HCID 118195348 | HCID 118195348 | — |
Reaction Steps
The title compound was prepared in an analogous fashion to that described in Example 287 using (R)-5-bromo-N-(4-(chlorodifluoromethoxy)phenyl)-6-(3-hydroxypyrrolidin-1-yl)nicotinamide (Stage 171.1) and 2-chloro-5-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine to afford a slightly rose powder. UPLC-MS (Condition 3), tR=1.09 min, m/z=513.2/515.1 [M+H]+; 1H-NMR (600 MHz, DMSO-d6) δ ppm 1.67-1.96 (m, 2H) 2.86-3.50 (m, 4H) 4.14-4.29 (m, 1H) 7.33 (d, J=8.78 Hz, 2H) 7.85 (d, J=9.15 Hz, 2H) 7.97-8.02 (m, 1H) 8.02-8.21 (m, J=8.42, 2.93 Hz, 1H) 8.55 (t, J=3.11 Hz, 1H) 8.81 (dd, J=7.68, 2.20 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-663c04f250c048e39508364fdda2b360 |
| Source note | uspto-grants-2016_03 |