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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2246835Generated: October 25, 2026

Dimethyl Sulfoxide → HCID 11999853, compound

https://huagongshe.com/reaction/2246835

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantTriethylamineHCID 8471—
Reactant(1-methyl-1H-pyrrol-2-yl)methanamineHCID 2776207—
Reactant2,2,2-trichloro-1-{10-[(2'-methoxy-1,1'-biphenyl-4-yl)carbonyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-3-yl}ethanoneHCID 16038407—
SolventAcetonitrileHCID 6342—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
ProductHCID 11999853HCID 1199985340.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a suspension of 2,2,2-trichloro-1-{10-[(2′-methoxy-1,1′-biphenyl-4-yl)carbonyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-3-yl}ethanone of Example 1 (1.175 g, 2.17 mmole) in acetonitrile (15 mL) was added (1-methyl-1H-pyrrol-2-yl)methylamine (0.263 g, 2.38 mmole) followed by dimethylsulfoxide (0.710 g, 9.06 mmole) and triethylamine (0.400 g, 4 mmole). The mixture was heated under nitrogen at 80° C. for 4 hours. The solvent was removed in vacuo, and the residue was flash chromatographed on silica Merck-60 using a gradient of 0-25% of ethyl acetate in dichloromethane, to provide a yellow foam that yields a solid (0.464 g) upon treatment with ethyl acetate and hexane, mp 148-150° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07687623B2
Source datasetuspto-grants-2010_03
ORD IDord-8a4f9b1cfbc84c51972a44d3dc84ab72
Source noteuspto-grants-2010_03