HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonamide → HCID 86703601, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonamide | HCID 72879 | — |
| Reactant | 2-Methoxyethane-1-sulfonamide | HCID 18951506 | — |
| Reactant | 6-(Adamantan-1-ylmethoxy)-5-cyclopropylnicotinic acid | HCID 86702924 | — |
| Reactant | HCID 86703599 | HCID 86703599 | — |
| Product | HCID 86703601 | HCID 86703601 | 58% |
Reaction Steps
Following the procedure as described in Example 271 and making variations as required to replace 6-(adamantan-1-ylmethoxy)-5-cyclopropylnicotinic acid with 4-(adamantan-1-ylmethoxy)-5-(2,2-difluorocyclopropyl)-2-fluorobenzoic acid and to replace 2-methoxyethanesulfonamide with methyl sulfonamide. Purification by silica gel column chromatography (2:1 hexanes:ethyl acetate (+0.2% acetic acid v/v)) gave the title compound as a colorless solid (0.070 g, 58%): 1H NMR (300 MHz, DMSO-d6) δ 11.93 (br s, 1H), 7.45 (d, J=8.2 Hz, 1H), 7.00 (d, J=13.0 Hz, 1H), 3.71-3.54 (m, 2H), 3.31 (s, 3H), 2.85-2.71 (m, 1H), 2.03-1.87 (m, 5H), 1.75-0.155 (m, 12H); MS (ES+) m/z 458.1 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08952169B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-eac25d0e0b22452c912a22266f6fcf78 |
| Source note | uspto-grants-2015_02 |