HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-[3-(Ethylsulfonyl)phenyl]-3-methyl-9H-pyrido[2,3-b]indole-7-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 58880044 | HCID 58880044 | — |
| Solvent | Hydrogen Peroxide | HCID 784 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 5-[3-(Ethylsulfonyl)phenyl]-3-methyl-9H-pyrido[2,3-b]indole-7-carboxamide | HCID 25016994 | 47% |
Reaction Steps
Compound 126 (30 mg, 0.08 mmol) stirred in dioxane (2 mL) at r.t. A solution of potassium hydroxide (25 mg, 0.44 mmol) in 30% H2O2 solution (1 mL) was added, and the reaction stirred for 18 h. The solution was neutralized with 1N HCl and concentrated in vacuo. Purification by silica gel chromatography (5 to 8% MeOH/CH2Cl2 gave 14.8 mg (47%) of the title compound as a white solid. 1H NMR (400 MHz, CD3OD) δ 8.28 (s, 1H), 8.22 (s, 1H), 8.12 (s, 1H), 8.10 (d, 1H, J=7.6 Hz), 8.02 (d, 1H, J=7.6 Hz), 7.88 (t, 1H, J=7.6 Hz), 7.68 (s, 1H), 7.62 (s, 1H), 3.34 (q, 2H, J=7.2 Hz), 2.31 (s, 3H), 1.29 (t, 3H, J=7.2 Hz). MS (ES) [m+H] calc'd for C21H19N3O3S, 394; found 394.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318939B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-1fb6534ec1184674bdd70399e41fbad0 |
| Source note | uspto-grants-2012_11 |