HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-bromo-N-((1R,2S)-2-hydroxycyclohexyl)benzenesulfonamide → racemic 4'-(2-Aminopyrimidin-5-yl)-3'-fluoro-N-[(cis)-2-hydroxycyclohexyl]biphenyl-2-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-bromo-N-((1R,2S)-2-hydroxycyclohexyl)benzenesulfonamide | HCID 90312937 | — |
| Reactant | 5-(2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrimidin-2-amine | HCID 90313142 | — |
| Product | racemic 4'-(2-Aminopyrimidin-5-yl)-3'-fluoro-N-[(cis)-2-hydroxycyclohexyl]biphenyl-2-sulfonamide | HCID 90312880 | — |
Reaction Steps
The title compound was prepared using methods analogous to those described in Example 376 using 5-(2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrimidin-2-amine and racemic 2-bromo-N-((cis)-2-hydroxycyclohexyl)-benzene-sulfonamide. MS (ESI): mass calcd. for C22H23FN4O3S, 442.15; m/z found, 443.1 [M+H]+. 1H NMR (500 MHz, CDCl3) δ 8.51 (d, J=1.3, 2H), 8.17 (dd, J=8.0, 1.4, 1H), 7.64-7.59 (m, 1H), 7.57-7.51 (m, 1H), 7.44-7.31 (m, 4H), 5.30 (s, 2H), 4.83 (d, J=7.7, 1H), 3.78 (s, 1H), 3.20-3.11 (m, 1H), 1.72-1.65 (m, 1H), 1.57-1.10 (m, 8H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09079866B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-f841005ef79c487a981922fa31722168 |
| Source note | uspto-grants-2015_07 |