HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → HCID 136352014, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 2-Acetylpyrrole | HCID 14079 | — |
| Reactant | 5-(Aminomethyl)indolin-2-one | HCID 17982555 | — |
| Product | HCID 136352014 | HCID 136352014 | — |
Reaction Conditions
| Temperature | 160 °C |
|---|
Reaction Steps
5-Aminomethylindolin-2-one (160 mg, 1 mmol), 2-acetylpyrrole (190 mg, 1.74 mmol) and piperidine (0.4 mL) were mixed together in a microwave reaction vessel and heated to 160° C. for 8 minutes in a microwave reactor. The resulting black-colored solid was dissolved in DMSO and purified by reverse phase HPLC (acetonitrile/water) to afford 5-((1-pyrrol-2-yl)ethylidene)aminomethyl-3-[1-(pyrrol-2-yl)ethylidene]indolin-2-one; (20 mg), as a trifluoroacetate salt; 1H NMR (400 MHz, DMSO) δ 2.74 (s, 3H) 2.76 (s, 3H), 4.90 (d, 2H), 6.34 (m, 1H), 6.50 (m, 1H), 6.92 (d, 1H), 7.08 (m, 1H), 7.24 (d, 1H), 7.42 (s, 1H), 7.60 (m, 2H), 7.78 (s, 1H), 11.20 (s, 1H), 11.28 (brs, 1H) ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07105563B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-be594f5154214c088b167f18668dc53a |
| Source note | uspto-grants-2006_09 |