HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tricyclo(3.3.1.1'3,7)dec-1-ylmethanol → 5-chloro-4-(((1S,2R,5S)-6,6-dimethylbicyclo[3.1.1]heptan-2-yl)methoxy)-N-(N,N-dimethylsulfamoyl)-2-fluorobenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tricyclo(3.3.1.1'3,7)dec-1-ylmethanol | HCID 64556 | — |
| Reactant | (-)-cis-Myrtanol | HCID 11084102 | — |
| Reactant | 5-chloro-2,4-difluoro-N-(methylsulfonyl)benzamide | HCID 58042417 | — |
| Reactant | 5-chloro-N-(N,N-dimethylsulfamoyl)-2,4-difluorobenzamide | HCID 86702836 | — |
| Product | 5-chloro-4-(((1S,2R,5S)-6,6-dimethylbicyclo[3.1.1]heptan-2-yl)methoxy)-N-(N,N-dimethylsulfamoyl)-2-fluorobenzamide | HCID 86702874 | — |
Reaction Steps
Following the procedure as described in Example 8 and making variations as required to replace 5-chloro-2,4-difluoro-N-(methylsulfonyl)benzamide with 5-chloro-N—(N,N-dimethylsulfamoyl)-2,4-difluorobenzamide and adamantan-1-ylmethanol with ((1S,2R,5S)-6,6-dimethylbicyclo[3.1.1]-heptan-2-yl)methanol, the title compound was obtained as a colorless solid (0.12 g, 29%): 1H NMR (300 MHz, DMSO-d6) 11.76 (s, 1H), 7.72 (d, J=6.1 Hz, 1H), 7.26 (d, J=13.2 Hz, 1H), 4.12-4.05 (m, 2H), 2.87 (s, 6H), 2.38-2.37 (m, 1H), 2.13-1.90 (m, 6H), 1.56 (m, 1H), 1.18 (s, 3H), 1.00-0.92 (m, 4H); MS (ES−) m/z 431.1, 433.1 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08952169B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-4be7bac293a942658ddf8c255dc35801 |
| Source note | uspto-grants-2015_02 |