HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Cyclopropylethan-1-ol → 5-chloro-2-fluoro-N-(methylsulfonyl)-4-(((1R,2R,3R,5S)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-yl)oxy)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Cyclopropylethan-1-ol | HCID 137642 | — |
| Reactant | (-)-Isopinocampheol | HCID 10524983 | — |
| Reactant | 5-chloro-2,4-difluoro-N-(methylsulfonyl)benzamide | HCID 58042417 | — |
| Reactant | 2,4,5-trifluoro-N-(methylsulfonyl)benzamide | HCID 58042435 | — |
| Product | 5-chloro-2-fluoro-N-(methylsulfonyl)-4-(((1R,2R,3R,5S)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-yl)oxy)benzamide | HCID 86702831 | — |
Reaction Steps
Following the procedure as described in Example 1 and making variations as required to replace 2-cyclopropylethanol with (1R,2R,3R,5S)-2,6,6-trimethylbicyclo-[3.1.1]heptan-3-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 (0.06 g, 5%): 1H NMR (300 MHz, DMSO-d6) δ 12.05 (s, 1H), 7.74 (d, J=7.5 Hz, 1H), 7.33 (d, JC-F=12.6 Hz, 1H), 4.79-4.74 (m, 1H), 3.31 (s, 3H), 2.71-2.64 (m, 1H), 2.37-2.26 (m, 2H), 1.91-1.80 (m, 2H), 1.59-1.52 (m, 1H), 1.19 (s, 3H), 1.10-1.06 (m, 4H), 0.95 (s, 3H); MS (ES−) m/z 402.1, 404.1 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08933236B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-4015917ff1154393b88cd847ab59d679 |
| Source note | uspto-grants-2015_01 |