HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonyl chloride → 4-(adamantan-1-ylmethoxy)-N-(cyclobutylsulfonyl)-5-cyclopropyl-2-fluorobenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Cyclobutanesulfonyl chloride | HCID 22636930 | — |
| Reactant | 4-(Adamantan-1-ylmethoxy)-3-(2-methoxypyridin-3-yl)benzamide | HCID 86702845 | — |
| Reactant | 4-(Adamantan-1-ylmethoxy)-5-cyclopropyl-2-fluorobenzamide | HCID 86703479 | — |
| Product | 4-(adamantan-1-ylmethoxy)-N-(cyclobutylsulfonyl)-5-cyclopropyl-2-fluorobenzamide | HCID 86703481 | — |
Reaction Steps
Following the procedure as described in Example 38 step 4 and making variations as required to replace 4-(adamantan-1-ylmethoxy)-3-(2-methoxypyridin-3-yl)benzamide with 4-(adamantan-1-ylmethoxy)-5-cyclopropyl-2-fluorobenzamide and to replace methanesulfonyl chloride with cyclobutanesulfonyl chloride, the title compound was obtained as a colorless solid (0.05 g, 10%): 1H NMR (300 MHz, CDCl3) δ8.57-8.44 (m, 1H), 7.60-7.52 (m, 1H), 6.61-6.48 (m, 1H), 4.61-4.46 (m, 1H), 3.55 (s, 2H), 2.74-2.56 (m, 2H), 2.45-2.29 (m, 2H), 2.12-1.97 (m, 6H), 1.84-1.64 (m, 12H), 0.99-0.88 (m, 2H), 0.71-0.58 (m, 2H); MS (ES+) m/z 462.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08952169B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-1b7725d39114443ab61c45b5423787db |
| Source note | uspto-grants-2015_02 |