HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenol → HCID 117737149, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | 2-Bromopropionitrile | HCID 140538 | — |
| Reactant | HCID 117737018 | HCID 117737018 | — |
| Product | HCID 117737149 | HCID 117737149 | 14% |
Reaction Steps
This compound was made in an analogous fashion to 1-(4-bromo-2-(cyanomethoxy)-5-fluorophenyl)-N-(isoxazol-3-yl)-2-oxo-1,2-dihydroquinoline-6-sulfonamide via Method 166 except employing 2-bromopropanenitrile in the first step to alkylate the phenol. The yield of the desired product after HPLC purification was 5.3 mgs (14% yield). 1H NMR (500 MHz, DMSO-d6) □=ppm 1.36 (d, J=6.62 Hz, 2 H) 3.02-3.11 (m, 1 H) 3.17 (s, 1 H) 5.43-5.51 (m, 1 H) 6.16-6.22 (m, 1 H) 6.72 (d, J=9.73 Hz, 2 H) 7.67-7.78 (m, 2 H) 7.84-7.94 (m, 1 H) 8.15-8.24 (m, 2 H) 8.35 (br. s., 1 H). m/z (ESI) 530.9 (M−H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09212182B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-45d9d09cbe9e4a9ab10474ba0949226a |
| Source note | uspto-grants-2015_12 |