HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonamide → 5-cyclopropyl-2-fluoro-N-(methylsulfonyl)-4-(spiro[2.5]octan-6-yloxy)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonamide | HCID 72879 | — |
| Reactant | 5-Chloro-2-fluoro-4-((4-oxocyclohexyl)oxy)benzoic acid | HCID 86703686 | — |
| Reactant | 5-Cyclopropyl-2-fluoro-4-(spiro[2.5]octan-6-yloxy)benzoic acid | HCID 86703799 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-cyclopropyl-2-fluoro-N-(methylsulfonyl)-4-(spiro[2.5]octan-6-yloxy)benzamide | HCID 86703801 | — |
Reaction Steps
Following the procedure as described in Example 357 Step 4 and making non-critical variations to replace 5-chloro-2-fluoro-4-((4-oxocyclohexyl)oxy)benzoic acid with 5-cyclopropyl-2-fluoro-4-(spiro[2.5]octan-6-yloxy)benzoic acid and methanol with methanesulfonamide, the title compound was obtained as a colorless solid (0.121 g, 53% yield): 1H NMR (300 MHz, CDCl3) δ8.69 (d, J=16.2 Hz, 1H), 7.55 (d, J=9.2 Hz, 1H), 6.58 (d, J=14.8 Hz, 1H), 4.49-4.42 (m, 1H), 3.39 (s, 3H), 2.11-1.77 (m, 5H), 1.54-1.21 (m, 4H), 0.96-0.89 (m, 2H), 0.67-0.61 (m, 2H), 0.34-0.27 (m, 4H); MS (ES−) m/z 380.20 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08952169B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-1f60f5f27d9240d3b6e38816b585987d |
| Source note | uspto-grants-2015_02 |