HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tricyclo(3.3.1.1'3,7)dec-1-ylmethanol → 4-(2-(adamantan-1-yl)ethoxy)-3-chloro-N-(methylsulfonyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tricyclo(3.3.1.1'3,7)dec-1-ylmethanol | HCID 64556 | — |
| Reactant | 2-(Tricyclo(3.3.1.1'3,7)dec-1-yl)ethanol | HCID 110810 | — |
| Reactant | 5-chloro-2,4-difluoro-N-(methylsulfonyl)benzamide | HCID 58042417 | — |
| Reactant | 3-chloro-4-fluoro-N-(methylsulfonyl)benzamide | HCID 86702833 | — |
| Product | 4-(2-(adamantan-1-yl)ethoxy)-3-chloro-N-(methylsulfonyl)benzamide | HCID 86702834 | — |
Reaction Steps
Following the procedure as described in Example 8 and making variations as required to replace adamantan-1-ylmethanol with 2-(adamantan-1-yl)ethanol and 5-chloro-2,4-difluoro-N-(methylsulfonyl)benzamide with 3-chloro-4-fluoro-N-(methylsulfonyl)benzamide, the title compound was obtained as a colorless solid (0.43 g, 71%): 1H NMR (300 MHz, DMSO-d6) 12.06 (s, 1H), 8.04 (d, J=2.2 Hz, 1H), 7.93 (dd, J=8.7 Hz, 2.2 Hz, 1H), 7.31 (d, J=8.7 Hz, 1H), 4.20 (t, J=6.9 Hz, 2H), 3.36 (s, 3H), 1.93 (br s, 3H), 1.70-1.55 (m, 14H); MS (ES+) m/z 411.8, 413.8 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08933236B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-d5f78f0c8e284ae9b9f7aed7c3e99b71 |
| Source note | uspto-grants-2015_01 |