HuagongsheHuagongshe Chemistry Print Report · For research reference only
cis-3-Benzyloxy-N-methyl-N-(3-(4-methylpiperidin-1-yl)cyclopentyl)benzenesulfonamide hydrochloride → HCID 69419899, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | cis-3-Benzyloxy-N-methyl-N-(3-(4-methylpiperidin-1-yl)cyclopentyl)benzenesulfonamide hydrochloride | HCID 69422250 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 69419899 | HCID 69419899 | 90.1% |
Reaction Steps
cis-3-Benzyloxy-N-methyl-N-(3-(4-methylpiperidin-1-yl)cyclopentyl)benzenesulfonamide hydrochloride (Example 8) (64.7 mg, 0.135 mmol) in methanol (10 ml) was hydrogenated over 20% palladium hydroxide on carbon (38 mg) at 45 psi for 3.5 hours. The mixture was filtered and concentrated in vacuo. Recrystallization from methanol-ethyl acetate gave the title compound (47.3 mg, 90%) as a white solid; δH (400 MHz, CD3OD) 1.00 (3H, d, J 6.4 Hz), 1.44 (2H, m), 1.65-1.82 (5H, m), 1.91 (2H, m), 2.07-2.08 (2H, m), 2.79 (3H, s), 2.90 (2H, m), 3.50 (3H, m), 4.40 (1H, m), 7.04 (1H, m), 7.19 (1H, t, J 2.0 Hz), 7.26 (1H, m), 7.39 (1H, t, J 8.0 Hz); m/z (ES+) 353 ([M+H]+, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07276607B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-a906c6f29d9d4da689b02b08ee3eda8f |
| Source note | uspto-grants-2007_10 |