HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-2-bromo-N-(1-hydroxypropan-2-yl)benzenesulfonamide → 4'-(5-Amino-6-cyanopyrazin-2-yl)-3'-fluoro-N-[(1S)-2-hydroxy-1-methylethyl]biphenyl-2-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-2-bromo-N-(1-hydroxypropan-2-yl)benzenesulfonamide | HCID 65807018 | — |
| Reactant | 3-Amino-6-(2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrazine-2-carbonitrile | HCID 90313553 | — |
| Product | 4'-(5-Amino-6-cyanopyrazin-2-yl)-3'-fluoro-N-[(1S)-2-hydroxy-1-methylethyl]biphenyl-2-sulfonamide | HCID 90313109 | — |
Reaction Steps
The title compound was prepared in manner similar to that described in Example 88 using (S)-2-bromo-N-(1-hydroxypropan-2-yl)benzenesulfonamide and 3-amino-6-(2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrazine-2-carbonitrile. MS (ESI): mass calcd. for C20H18FN5O3S, 427.11; m/z found, 428.1 [M+H]+. 1H NMR (500 MHz, CDCl3) δ 8.78 (d, J=1.6, 1H), 8.18 (dd, J=7.9, 1.4, 1H), 8.01 (m, 1H), 7.63 (m, 1H), 7.56 (m, 1H), 7.40-7.32 (m, 3H), 5.43 (s, 2H), 4.46-4.36 (m, 1H), 3.55-3.46 (m, 1H), 3.43-3.28 (m, 2H), 1.76 (t, J=5.7, 1H), 0.99 (d, J=6.6, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09079866B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-801a0b09746f48c3b1bb23f6cb1c30b7 |
| Source note | uspto-grants-2015_07 |