HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Peroxide → 4-amino-3-(3-methoxy-4-(1-methyl-1H-indole-2-carboxamido)phenyl)thieno[3,2-c]pyridine-7-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-[4-(4-amino-7-cyanothieno[3,2-c]pyridin-3-yl)-2-methoxyphenyl]-1-methyl-1H-indole-2-carboxamide | HCID 18450893 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 4-amino-3-(3-methoxy-4-(1-methyl-1H-indole-2-carboxamido)phenyl)thieno[3,2-c]pyridine-7-carboxamide | HCID 18450829 | 4% |
Reaction Steps
N2-[4-(4-amino-7-cyanothieno[3,2-c]pyridin-3-yl)-2-methoxyphenyl]-1-methyl-1H-2-indolecarboxamide (A-825289.0, 50 mg, 0.11 mmol), potassium carbonate (61 mg, 0.44 mmol), and hydrogen peroxide (0.150 mL, 30% aqueous) were heated in dimethylsulfoxide (1 mL) for 25 minutes at 150° C. in a microwave. The mixture was evaporated, diluted in dimethylformamide, filtered, and the filtrate was purified by RP-HPLC to yield the title compound (2 mg, 4% yield): 1H NMR (DMSO-d6, 400 MHz) δ 9.50 (s, 1H), 8.57 (s, 1H), 8.00 (d, 1H), 7.71 (d, 1H), 7.58–7.62 (m, H), 7.06–7.35 (m, 5H), 4.04 (s, 3H); RP-HPLC (Conditions i) Rt 11.7 min. MS: 470.0 MH−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07202363B2 |
| Source dataset | uspto-grants-2007_04 |
| ORD ID | ord-43999ecf996149989ef1873b2f919355 |
| Source note | uspto-grants-2007_04 |