HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (3-Chloro-phenyl)-(4-phenylamino-5,7,8,9-tetrahydro-dipyrido[2,3-b;3',4'-d]pyrrol-6-yl)-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzoyl chloride, 3-chloro- | HCID 69252 | — |
| Reactant | Phenyl-(6,7,8,9-tetrahydro-5H-dipyrido[2,3-b;3',4'-d]pyrrol-4-yl)-amine | HCID 46843082 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | (3-Chloro-phenyl)-(4-phenylamino-5,7,8,9-tetrahydro-dipyrido[2,3-b;3',4'-d]pyrrol-6-yl)-methanone | HCID 46843145 | 26.5% |
Reaction Steps
Phenyl-(6,7,8,9-tetrahydro-5H-dipyrido[2,3-b;3′,4′-d]pyrrol-4-yl)-amine (40 mg, 0.15 mmol), 3-chlorobenzoyl chloride (32 mg, 0.18 mmol), and triethylamine (0.06 mL, 0.45 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 9 (16 mg, 26% yield) as a tan solid. LC-MS (M+H=403, obsd.=403).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853391B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-9d663a486e2746dc926c3db94841e9ed |
| Source note | uspto-grants-2014_10 |