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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 48456Generated: October 25, 2026

Dimethylsulphamoyl chloride → 6-(2,4-Diamino-pyrimidin-5-ylmethyl)-4-ethoxy-indole-1-sulfonic Acid Dimethylamide

https://huagongshe.com/reaction/48456

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylsulphamoyl chlorideHCID 83372—
Reactant5-(4-Ethoxy-1H-indol-6-ylmethyl)-pyrimidine-2,4-diamineHCID 22742919—
ReactantPotassium tert-butoxideHCID 23665647—
SolventDimethylformamideHCID 6228—
Product6-(2,4-Diamino-pyrimidin-5-ylmethyl)-4-ethoxy-indole-1-sulfonic Acid DimethylamideHCID 6992055253%

Reaction Steps

Potassium tert-butylate (42 mg, 0.37 mmol) was added to a solution of 5-(4-ethoxy-1H-indol-6-ylmethyl)-pyrimidine-2,4-diamine (Example 1; 100 mg, 0.353 mmol) in N,N-dimethylformamide (5 mL). After 15 min dimethylsulfamoyl chloride (53 mg, 0.37 mmol) was added, then after 30 min the solvent was distilled off and the residue partitioned between ethyl acetate and saturated aqueous sodium hydrogencarbonate solution. The organic layer was washed with brine, dried (MgSO4), and evaporated. Suspension of the residue in ether and collection of the precipitate afforded the title compound (73 mg, 53%). Off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06703397B2
Source datasetuspto-grants-2004_03
ORD IDord-8658b4d0de8f49fdbec462b7b9b6e592
Source noteuspto-grants-2004_03