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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 724940Generated: October 29, 2026

Triethylamine → 5,11-Dihydro-11-ethyl-5-methyl-8-phenylethynyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one

https://huagongshe.com/reaction/724940

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPhenylacetyleneHCID 10821—
ReactantHCID 10547779HCID 10547779—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
Product5,11-Dihydro-11-ethyl-5-methyl-8-phenylethynyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-oneHCID 1057012153.2%

Reaction Conditions

Temperature95 °C

Reaction Steps

A mixture of 5,11-dihydro-11-ethyl-8-iodo-5-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one (0.20 g, 0.53 mmol), phenylacetylene (0.06 mL, 0.55 mmol), bis(triphenylphosphine)palladium(II) chloride (25 mg, 0.04 mmol), and triethylamine (0.16 mL, 1.14 mmol) in 3 mL of N,N-dimethylformamide was heated at 95° C. under argon for 19 hours. Workup as described in Example 1h and purification by flash chromatography, eluting with ethyl acetate/dichloromethane, afforded 0.1 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05705499
Source datasetuspto-grants-1998_01
ORD IDord-d442a604ec0f47059bf4d734a4246034
Source noteuspto-grants-1998_01