HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonamide → N-(azetidin-1-ylsulfonyl)-5-chloro-2,4-difluorobenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonamide | HCID 72879 | — |
| Reactant | 5-Chloro-2,4-difluorobenzoic acid | HCID 14876417 | — |
| Reactant | 1-Azetidinesulfonamide | HCID 45080566 | — |
| Reactant | 4-((2-Cyanoadamantan-2-yl)methoxy)-5-cyclopropyl-2-fluorobenzoic acid | HCID 86703655 | — |
| Product | N-(azetidin-1-ylsulfonyl)-5-chloro-2,4-difluorobenzamide | HCID 72548904 | — |
Reaction Steps
Following the procedure as described in Example 332 Step 7 and making non-critical variations to replace methanesulfonamide with azetidine-1-sulfonamide and to replace 4-((2-cyanoadamantan-2-yl)methoxy)-5-cyclopropyl-2-fluorobenzoic acid with 5-chloro-2,4-difluorobenzoic acid, the title compound was obtained as a colorless powder (7.0 g, 70%): 1H NMR (300 MHz, DMSO-d6) δ 12.07 (br s, 1H), 7.99 (t, J=7.6 Hz, 1H), 7.71 (t, J=9.8 Hz, 1H), 4.03 (t, J=7.7 Hz, 4H), 2.20-2.10 (m, 2H); MS (ES−) m/z 309.1, 311.1 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08952169B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-db9fe9dbe6df47ca976f7506d78b4396 |
| Source note | uspto-grants-2015_02 |