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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2215157Generated: November 1, 2026

Oxalyl chloride → HCID 21947775, compound

https://huagongshe.com/reaction/2215157

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantDiisopropylethylamineHCID 81531—
Reactant10,11-Dihydro-5H-benzo[e]pyrrolo[1,2-a][1,4]diazepineHCID 15547048—
ReactantHCID 21947847HCID 21947847—
SolventDimethylformamideHCID 6228—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
ProductHCID 21947775HCID 2194777536.5%

Reaction Steps

The title compound was prepared in the manner of Example 31, Step A using 2,5-dimethoxy-2′-trifluoromethyl-[1,1′-biphenyl]-4-carboxylic acid of Step A (1.63 g, 5 mmol), oxalyl chloride (700 μL, 8 mmol), N,N-dimethylformamide (10 μL), 10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine (0.93 g, 5 mmol) and Hünig's base (1.78 ml, 10 mmol). Flash chromatography over silica gel using a solvent gradient from 30% ethyl acetate in hexane to 100% ethyl acetate provided the title compound (0.900 g) as a solid. Recrystallization from acetonelhexane yielded white needles, m.p. 210–213° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07109193B2
Source datasetuspto-grants-2006_09
ORD IDord-eb352aa896244d20b4658b90dd69f900
Source noteuspto-grants-2006_09