HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 393285Generated: October 27, 2026
Triphenylphosphine → 11-Ethyl-8-[2-(4-formyl-2-methylphenoxy)ethyl]-5,11-dihydro-5-methyl-6h-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one
https://huagongshe.com/reaction/393285
Participants
| Role | Name | HCID | Charge |
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| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 4-Hydroxy-3-methylbenzaldehyde | HCID 139901 | — |
| Reactant | 11-Ethyl-8-(2-hydroxyethyl)-5-methyl-5,11-dihydro-6h-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one | HCID 470717 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 11-Ethyl-8-[2-(4-formyl-2-methylphenoxy)ethyl]-5,11-dihydro-5-methyl-6h-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one | HCID 22648864 | 64.2% |
Reaction Steps
A solution of DIAD (395 μL, 2.15 mmol) in THF (0.8 mL) was added dropwise to a solution of 11-ethyl-5,11-dihydro-8-(2-hydroxyethyl)-5-methyl-6H-dipyrido[3,2-b:2′,3′-e][1,4]diazepin-6-one (430 mg, 1.44 mmol), 4-hydroxy-3-methylbenzaldehyde (200 mg, 1.47 mmol) and PPh3 (564 mg, 2.15 mmol) in THF (15 mL) at 25° C. The mixture was stirred at 25° C. for 16 h. The reaction mixture was concentrated under reduced pressure and the residue was purified by flash chromatography (EtOAc:toluene, 1:3) to yield the title compound (385 mg, 64% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06806265B2 |
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| Source dataset | uspto-grants-2004_10 |
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| ORD ID | ord-b4b76d5bde0b474489adc564d398a936 |
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| Source note | uspto-grants-2004_10 |
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