HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonamide → 4-(adamantan-1-ylmethoxy)-5-chloro-N-(cyclopropylsulfonyl)-2-fluorobenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonamide | HCID 72879 | — |
| Reactant | Cyclopropanesulfonamide | HCID 15765418 | — |
| Reactant | 4-(Adamantan-1-ylmethoxy)-5-chloro-2-fluorobenzoic acid | HCID 86702859 | — |
| Reactant | 4-(Adamantan-1-ylmethoxy)-5-cyclopropyl-2-fluorobenzoic acid | HCID 86702861 | — |
| Product | 4-(adamantan-1-ylmethoxy)-5-chloro-N-(cyclopropylsulfonyl)-2-fluorobenzamide | HCID 86702900 | — |
Reaction Steps
Following the procedure as described in Example 50 step 5 and making variations as required to replace 4-(adamantan-1-ylmethoxy)-5-cyclopropyl-2-fluorobenzoic acid with 4-(adamantan-1-ylmethoxy)-5-chloro-2-fluorobenzoic acid and methanesulfonamide with cyclopropanesulfonamide, the title compound was obtained as colorless solid (0.13 g, 49%): 1H NMR (300 MHz, DMSO-d6) δ 12.03 (s, 1H), 7.75 (d, J=7.5 Hz, 1H), 7.24 (d, J=12.5 Hz, 1H), 3.73 (s, 2H), 3.12-3.03 (m, 1H), 1.99 (s, 3H), 1.75-1.64 (m, 12H), 1.15-1.11 (m, 4H); MS (ES+) m/z 442.1, 444.1 (M+1); MS (ES−) m/z 440.2, 442.2 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08952169B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-cf84e68dbd4b43c88f66b867e4498563 |
| Source note | uspto-grants-2015_02 |