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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1505730Generated: November 1, 2026

Acetoxyacetyl chloride → 2-oxo-2-(6-phenethyl-7-(trifluoromethyl)-3,4-dihydro-[1,4]diazepino[6,7,1-hi]indol-2(1H)-yl)ethyl acetate

https://huagongshe.com/reaction/1505730

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoxyacetyl chlorideHCID 26297—
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Phenethyl-7-(trifluoromethyl)-1,2,3,4-tetrahydro-[1,4]diazepino[6,7,1-hi]indoleHCID 86691988—
SolventDichloromethaneHCID 6344—
Product2-oxo-2-(6-phenethyl-7-(trifluoromethyl)-3,4-dihydro-[1,4]diazepino[6,7,1-hi]indol-2(1H)-yl)ethyl acetateHCID 8669200132.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 6-phenethyl-7-(trifluoromethyl)-1,2,3,4-tetrahydro-[1,4]diazepino[6,7,1-hi]indole (prepared as described in Example 2 above, 53 mg, 0.14 mmol) in CH2Cl2 at 0° C. was added 2-acetoxyacetyl chloride (19 mg, 0.14 mmol) and diisopropylethylamine (0.072 mL, 0.42 mmol) and the resulting mixture stirred at 0° C. Upon completion of the reaction completion, the solvent was evaporated and the resulting residue triturated with methanol-diethyl ether to yield 2-oxo-2-(6-phenethyl-7-(trifluoromethyl)-3,4-dihydro-[1,4]diazepino[6,7,1-hi]indol-2(1H)-yl)ethyl acetate (20 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09216998B2
Source datasetuspto-grants-2015_12
ORD IDord-909fb72b28ff4dddbbb31feffd349b4f
Source noteuspto-grants-2015_12