HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,6-Difluorobenzenesulfonyl chloride → N-{3-[5-(2-Chloropyrimidin-4-yl)-2-(morpholin-4-yl)-1,3-thiazol-4-yl]-2-methoxyphenyl}-2,6-difluorobenzene-1-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,6-Difluorobenzenesulfonyl chloride | HCID 2734271 | — |
| Reactant | 3-(5-(2-Chloropyrimidin-4-yl)-2-morpholinothiazol-4-yl)-2-methoxyaniline | HCID 57989795 | — |
| Product | N-{3-[5-(2-Chloropyrimidin-4-yl)-2-(morpholin-4-yl)-1,3-thiazol-4-yl]-2-methoxyphenyl}-2,6-difluorobenzene-1-sulfonamide | HCID 53487989 | 27.2% |
Reaction Steps
Following a procedure analogous to the procedure described in Intermediate 14 using 3-(5-(2-chloropyrimidin-4-yl)-2-morpholinothiazol-4-yl)-2-methoxyaniline (26.1 g, 64.7 mmol) and 2,6-difluorobenzene-1-sulfonyl chloride (13.8 g, 64.7 mmol) the title compound of Step C was obtained (10.2 g, 27.2% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 8.23 (d, J=5.5 Hz, 1H), 7.62-7.71 (m, 1H), 7.38-7.45 (m, 1H), 7.15-7.30 (m, 4H), 6.40 (d, J=5.5 Hz, 1H), 3.67-3.78 (m, 4H), 3.50-3.61 (m, 4H), 3.18 (s, 3H). MS (ES+): 580 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09233956B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-163db50079cd4a92b5a9a415afe255d4 |
| Source note | uspto-grants-2016_01 |