HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (4-Fluoro-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 | 4-Fluorobenzoyl chloride | HCID 67879 | — |
| 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 | (4-Fluoro-phenyl)-(4-phenylamino-5,7,8,9-tetrahydro-dipyrido[2,3-b;3',4'-d]pyrrol-6-yl)-methanone | HCID 46843143 | 94.9% |
Reaction Steps
Phenyl-(6,7,8,9-tetrahydro-5H-dipyrido[2,3-b;3′,4′-d]pyrrol-4-yl)-amine (25 mg, 0.09 mmol), 4-fluorobenzoyl chloride (18 mg, 0.11 mmol), and triethylamine (0.04 mL, 0.28 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 7 (33 mg, 90% yield) as a tan solid. LC-MS (M+H=388, obsd.=388).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853391B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-92996cb5efeb49f0953cf36e49d0bee8 |
| Source note | uspto-grants-2014_10 |