HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 3010646, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 2-chloro-5,11-dihydro-11-ethyl-8-(beta-hydroxy)ethyl-5-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one | HCID 11404810 | — |
| Reactant | quinolin-4-ol | HCID 178516385 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 3010646 | HCID 3010646 | 75.1% |
Reaction Steps
Diethyl azodicarboxylate (DEAD) (4.26 mL, 27.0 mmol) was added drop-wise to a solution of 2-chloro-5,11-dihydro-11-ethyl-8-(2-hydroxyethyl)-5-methyl-6H-dipyrido[3,2-b:2′,3′-e][1,4]diazepin-6-one (6.00 g, 18.0 mmol), 4-hydroxyquinoline (3.92 g, 27.0 mmol) and Ph3P (7.09 g, 27.0 mmol) in THF (90 mL) at room temperature. The mixture was stirred at room temperature for 1 h then was concentrated under reduced pressure. The residue was purified by flash chromatography (EtOAc:MeOH, 95:5) to give the title compound (6.22 g, 75% yield) as a white solid: MS (ESI) m/z 460/462.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06420359B1 |
| Source dataset | uspto-grants-2002_07 |
| ORD ID | ord-dca79012d1ca4d0a89e97c5092c4879a |
| Source note | uspto-grants-2002_07 |