Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75232Generated: October 29, 2026

Triisopropyl phosphate → 2-[2,6-Dichloro-4-(ethylthio)phenyl]-3,8-dihydroimidazo[4,5-d]dipyrido[2,3-b:4',3'-f]azepine bis(trifluoroacetate)

https://huagongshe.com/reaction/75232

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriisopropyl phosphateHCID 68188—
ReactantAmmonium AcetateHCID 517165—
Reactant2,6-Dichloro-4-(ethylthio)benzaldehydeHCID 86613276—
ReactantHCID 178525666HCID 178525666—
SolventAcetic AcidHCID 176—
SolventAcetonitrileHCID 6342—
Product2-[2,6-Dichloro-4-(ethylthio)phenyl]-3,8-dihydroimidazo[4,5-d]dipyrido[2,3-b:4',3'-f]azepine bis(trifluoroacetate)HCID 86613277—

Reaction Conditions

Temperature130 °C

Reaction Steps

A solution of (6Z)-5H-dipyrido[2,3-b:4′,3′-f]azepine-5,6(11H)-dione 6-oxime trifluoroacetate (200 mg, 0.4 mmol), 2,6-dichloro-4-(ethylthio)benzaldehyde (200 mg, 0.85 mmol) and ammonium acetate (0.60 g, 8.0 mmol) were stirred in acetic acid (3 mL) and heated in a microwave for 5 minutes at 130° C. Evaporation gave the crude product which was dissolved in acetonitrile (1.0 mL) and triisopropyl phosphate (100 μL, 0.4 mmol) and heated in a microwave for 5 minutes at 180° C. Purification by preparative LCMS gave the desired product LC/MS: 440 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835423B2
Source datasetuspto-grants-2014_09
ORD IDord-7a4d5407d9334c629fad306666b78b57
Source noteuspto-grants-2014_09