HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonamide → 4-(cyclohexylmethoxy)-5-cyclopropyl-2-fluoro-N-(N-methylsulfamoyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonamide | HCID 72879 | — |
| Reactant | (Methylsulfamoyl)amine | HCID 13168287 | — |
| Reactant | 5-Cyclopropyl-2-fluoro-4-((1-(trifluoromethyl)-cyclohexyl)methoxy)benzoic acid | HCID 86703450 | — |
| Reactant | 4-(Cyclohexylmethoxy)-5-cyclopropyl-2-fluorobenzoic acid | HCID 86703487 | — |
| Product | 4-(cyclohexylmethoxy)-5-cyclopropyl-2-fluoro-N-(N-methylsulfamoyl)benzamide | HCID 86703494 | — |
Reaction Steps
Following the procedure as described in Example 158 step 5, and making variations as required to replace 5-cyclopropyl-2-fluoro-4-((1-(trifluoromethyl)-cyclohexyl)methoxy)benzoic acid with 4-(cyclohexylmethoxy)-5-cyclopropyl-2-fluorobenzoic acid and to replace methanesulfonamide with (methylsulfamoyl)amine, the title compound was obtained (0.13 g, 25%) as a colorless solid: 1H NMR (300 MHz, CDCl3) δ8.76-8.65 (m, 1H), 7.57-7.50 (m, 1H), 6.62-6.52 (m, 1H), 5.31-5.22 (m, 1H), 3.86-3.78 (m, 2H), 2.79-2.74 (m, 3H), 2.11-1.99 (m, 1H), 1.95-1.65 (m, 6H), 1.41-1.03 (m, 5H), 0.98-0.89 (m, 2H), 0.69-0.61 (m, 2H); MS (ES−) m/z 383.3 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08952169B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-b6fd9b658a8b4d518165ca97806bb0e6 |
| Source note | uspto-grants-2015_02 |