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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2382607Generated: October 29, 2026

Dichloromethane → 5-(2-Amino-4-methyl-pyrimidin-5-yl)-N-benzo[1,3]dioxol-5-yl-2-trifluoromethyl-benzenesulfonamide

https://huagongshe.com/reaction/2382607

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactant4-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)pyrimidin-2-amineHCID 52987906—
ReactantN-Benzo[1,3]dioxol-5-yl-5-chloro-2-trifluoromethyl-benzenesulfonamideHCID 68722727—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Product5-(2-Amino-4-methyl-pyrimidin-5-yl)-N-benzo[1,3]dioxol-5-yl-2-trifluoromethyl-benzenesulfonamideHCID 68725100—

Reaction Steps

N-Benzo[1,3]dioxol-5-yl-5-chloro-2-trifluoromethyl-benzenesulfonamide (0.088 g, 0.23 mmol), 4-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyrimidin-2-ylamine (Intermediate G, prepared according to WO 2007/084786, p. 92) (0.082 g, 0.34 mmol) and PdCl2(dppf).DCM (0.0185 g, 0.023 mmol) are placed in a microwave vial containing degassed DME (2 ml) and 2M Na2CO3 (0.23 ml). The resulting mixture is heated using microwave radiation at 120° C. for 60 minutes. After evaporation of the solvent, the reaction mixture is purified by flash chromatography on silica eluting with cyclohexane/EtOAc (1:2) to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263585B2
Source datasetuspto-grants-2012_09
ORD IDord-3aa26c607ebe426da467fad53c3159e0
Source noteuspto-grants-2012_09