HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(1-Methyl-4-piperidinyl)-1H-indol-5-ol → 2,4-Difluorobenzenesulfonic 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 | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2,4-Difluorobenzenesulfonyl Chloride | HCID 2734273 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2,4-Difluorobenzenesulfonic acid 3-(1-methylpiperidin-4-yl)-1H-indol-5-yl ester | HCID 10294752 | 100.5% |
Reaction Steps
By a method similar to Example 31, using 2,4-difluorobenzenesulfonyl chloride (463 mg, 2.2 mmol) was added to a solution of 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 (5 mL) gave 735 mg of product. The crude product was recrystallized from ethyl acetate/hexanes to give 680 mg (92%) of white crystals: mp=163-164° C.; MS(m/e): 406 (M+); Calculated for C20H20F2N2O3S: C, 59.10; H, 4.96; N, 6.89. Found: C, 58.86; H, 4.94; N, 6.95.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07230011B2 |
| Source dataset | uspto-grants-2007_06 |
| ORD ID | ord-3263906d8e394de4afb2f1f453bfbc69 |
| Source note | uspto-grants-2007_06 |