HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Adamantanol → 4-(adamantan-2-yloxy)-5-chloro-2-fluoro-N-(methylsulfonyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Adamantanol | HCID 64149 | — |
| Reactant | 2-Cyclopropylethan-1-ol | HCID 137642 | — |
| Reactant | 5-chloro-2,4-difluoro-N-(methylsulfonyl)benzamide | HCID 58042417 | — |
| Reactant | 2,4,5-trifluoro-N-(methylsulfonyl)benzamide | HCID 58042435 | — |
| Product | 4-(adamantan-2-yloxy)-5-chloro-2-fluoro-N-(methylsulfonyl)benzamide | HCID 72545670 | — |
Reaction Steps
Following the procedure as described in Example 1 and making variations as required to replace 2-cyclopropylethanol with adamantan-2-ol and 2,4,5-trifluoro-N-(methylsulfonyl)benzamide with 5-chloro-2,4-difluoro-N-(methylsulfonyl)benzamide, the title compound was obtained as a colorless solid (0.055 g, 4%): 1H NMR (300 MHz, DMSO-d6) δ 12.07 (s, 1H), 7.78 (d, J=7.5 Hz, 1H), 7.33 (d, J=12.6 Hz, 1H), 4.82 (br s, 1H), 3.34 (s, 3H), 2.08-2.03 (m, 4H), 1.84 (br s, 6H), 1.71 (br s, 2H), 1.55-1.51 (m, 2H); MS (ES−) m/z 400.1, 402.1 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08933236B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-5230aac05de045c88bc56ca747966227 |
| Source note | uspto-grants-2015_01 |