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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1754470Generated: October 28, 2026

Benzenesulfonyl chloride, 3,4-dichloro- → HCID 67218945, compound

https://huagongshe.com/reaction/1754470

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonyl chloride, 3,4-dichloro-HCID 7383—
Reactant2-((1,1-Dimethylethyl)imino)-N,N-diethylhexahydro-1,3-dimethyl-2lambda5-1,3,2-diazaphosphorin-2-amineHCID 3513851—
ReactantHCID 67219047HCID 67219047—
SolventDimethylformamideHCID 6228—
ProductHCID 67218945HCID 67218945—

Reaction Steps

To a solution of (4-chloro-2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-acetic acid methyl ester (58 mg, 0.24 mmol) in DMF (1.2 mL) is added BEMP (113 μL, 0.39 mmol). The reaction mixture is stirred at ambient temperature for 40 minutes. 3,4-Dichloro-benzenesulfonyl chloride (60 μL, 0.39 mmol) is added and the reaction mixture is stirred for 10 minutes at ambient temperature. The reaction mixture is poured into ice cold water, extracted with EtOAc, washed with brine, dried (Na2SO4) and evaporated. The crude product is purified by column chromatography on silica gel using 1:8 EtOAc/iso-hexane as the eluent, furnishing [4-chloro-1-(3,4-dichloro-benzenesulfonyl)-2-methyl-1H-pyrrolo[2,3-b]pyridine-3-yl]-acetic acid methyl ester; MH+=449.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09169251B2
Source datasetuspto-grants-2015_10
ORD IDord-f387db69113f44b3814b8cc91a2996a1
Source noteuspto-grants-2015_10