HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(1-Methyl-4-piperidinyl)-1H-indol-5-ol → Benzenesulfonic acid 3-(1-methylpiperidin-4-yl)-1H-indol-5-yl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(1-Methyl-4-piperidinyl)-1H-indol-5-ol | HCID 2438 | — |
| Reactant | Benzenesulfonyl chloride | HCID 7369 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Benzenesulfonic acid 3-(1-methylpiperidin-4-yl)-1H-indol-5-yl ester | HCID 10270511 | 75.7% |
Reaction Steps
By a method similar to Example 31, using benzenesulfonyl chloride (280 μL, 2.2 mmol), 3-(1-methylpiperidin-4-yl)-5-hydroxy-1H-indole (418 mg, 1.8 mmol) in 0.2 N sodium hydroxide (10 mL, 2.0 mmol) and THF (6 mL) gave 650 mg of an off white solid. The crude product was recrystallized from ethyl acetate to give 505 mg (75%) of tan needles: mp=192-194° C.; MS(m/e): 370 (M+); Calculated for C20H22N2O3S: C, 64.84; H, 5.99; N, 7.56. Found: C, 64.92; H, 6.19; N, 7.67.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07230011B2 |
| Source dataset | uspto-grants-2007_06 |
| ORD ID | ord-d55fe9cb9688431d8941e272a2e8d594 |
| Source note | uspto-grants-2007_06 |