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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693127Generated: November 2, 2026

4-(Pyridin-4-yl)aniline → 2-(4-Pyridin-4-yl-phenylsulfamoyl)-indole-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1693127

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Pyridin-4-yl)anilineHCID 1512654—
Reactanttert-butyl 2-(chlorosulfonyl)-1H-indole-1-carboxylateHCID 53439194—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solvent1,2-DichloroethaneHCID 11—
Product2-(4-Pyridin-4-yl-phenylsulfamoyl)-indole-1-carboxylic acid tert-butyl esterHCID 5975997149.1%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of (4-pyridine-4-yl)aniline (CAS: 13296-04-3, 0.054 g) and 2-chlorosulfonyl-indole-1-carboxylic acid tert-butyl ester (0.120 g; cf. Shankar, Bandarpalle B.; Gilbert, Eric; Rizvi, Razia K.; Huang, Chunli; Kozlowski, Joseph A.; McCombie, Stuart; Shih, Neng-Yang. WO 2006002133) in 1,2-dichlorethane (5.0 ml) was added DMAP (0.047 g). The reaction mixture was stirred at 50° C. for 3 h and chromatographed on silica gel using dichloromethanelethyl acetate as eluent to obtain the desired compound (0.070 g) as a colorless powder. MS (ISP): 450.4 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158655B2
Source datasetuspto-grants-2012_04
ORD IDord-6c6d3ac094cb49f498f44139d485c99d
Source noteuspto-grants-2012_04