HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tricyclo(3.3.1.1'3,7)dec-1-ylmethanol → 5-chloro-N-(N,N-dimethylsulfamoyl)-2-fluoro-4-(spiro[2.5]octan-6-ylmethoxy)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tricyclo(3.3.1.1'3,7)dec-1-ylmethanol | HCID 64556 | — |
| Reactant | (Spiro(2.5)octan-6-yl)methanol | HCID 53487089 | — |
| 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-N-(N,N-dimethylsulfamoyl)-2-fluoro-4-(spiro[2.5]octan-6-ylmethoxy)benzamide | HCID 86702852 | — |
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 spiro[2.5]octan-6-ylmethanol, the title compound was obtained as a colorless solid (0.17 g, 40%): 1H NMR (300 MHz, CDCl3) δ 8.65-8.59 (m, 1H), 8.06 (d, J=8.1 Hz, 1H), 6.67 (d, J=13.8 Hz, 1H), 3.88 (d, J=6.3 Hz, 2H), 3.01 (s, 6H), 1.95-1.72 (m, 5H), 1.34-1.21 (m, 2H), 0.96-0.90 (m, 2H), 0.33-0.26 (m, 2H), 0.22-0.16 (m, 2H); MS (ES−) m/z: 417.2, 419.2 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08952169B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-e291f23137e04535a866ecc7e7695131 |
| Source note | uspto-grants-2015_02 |