HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-{4-[6-(3-Chloro-benzoyl)-6,7,8,9-tetrahydro-5H-dipyrido[2,3-b;3',4'-d]pyrrol-4-ylamino]-phenyl}-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzoyl chloride, 3-chloro- | HCID 69252 | — |
| Reactant | N-[4-(6,7,8,9-Tetrahydro-5H-dipyrido[2,3-b;3',4'-d]pyrrol-4-ylamino)-phenyl]-benzamide | HCID 46843080 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | N-{4-[6-(3-Chloro-benzoyl)-6,7,8,9-tetrahydro-5H-dipyrido[2,3-b;3',4'-d]pyrrol-4-ylamino]-phenyl}-benzamide | HCID 46843213 | 49.8% |
Reaction Steps
N-[4-(6,7,8,9-Tetrahydro-5H-dipyrido[2,3-b;3′,4′-d]pyrrol-4-ylamino)-phenyl]-benzamide (40 mg, 0.1 mmol), 3-chlorobenzoyl chloride (22 mg, 0.13 mmol), and triethylamine (0.04 mL, 0.31 mmol) were dissolved in 1,2-dichloroethane (2.0 mL), and stirred overnight at room temperature. The reaction mixture was added directly to a Biotage column. The crude product was purified via Biotage eluting with CH2Cl2/MeOH (9/1, v/v) to provide 12 (26 mg, 48% yield) as a brown solid. LC-MS (M+H=522, obsd.=522).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853391B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-be27b951c8174c97b1971fd1af25ca21 |
| Source note | uspto-grants-2014_10 |