HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(1-Methyl-4-piperidinyl)-1H-indol-5-ol → 4-Methylphenylsulfonic 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 | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Product | 4-Methylphenylsulfonic acid 3-(1-methylpiperidin-4-yl)-1H-indol-5-yl ester | HCID 10156874 | 79.3% |
Reaction Steps
By a method similar to Example 31, using 4-methylbenzenesulfonyl chloride (228 mg, 1.2 mmol) and 3-(1-methylpiperidin-4-yl)-5-hydroxy-1H-indole (230 mg, 1.0 mmol), 0.2 N sodium hydroxide (5.5 mL, 1.1 mmol) gave 400 mg of crude product. The crude product was recrystallized from ethyl acetate to give 305 mg (79%) of a white powder: mp=186-187° C. MS(m/e): 384 (M+); Calculated for C21H24N2O3S: Calcd: C, 65.60; H, 6.29; N, 7.29. Found: C, 65.50; H, 6.35; N, 7.23.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07230011B2 |
| Source dataset | uspto-grants-2007_06 |
| ORD ID | ord-dcae0072c7d74593a8bf1ddc854b131d |
| Source note | uspto-grants-2007_06 |