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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2240062Generated: November 3, 2026

Hydrochloric Acid → (2-{[1-(3-chlorobenzyl)-5-fluoro-3-(1-naphthylsulfonyl)-1H-indazol-7-yl]oxy}ethyl)methylamine Hydrochloride

https://huagongshe.com/reaction/2240062

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiethyl EtherHCID 3283—
ReactantMethylamineHCID 6329—
Reactant1-(3-Chloro-benzyl)-7-(2-chloro-ethoxy)-5-fluoro-3-(naphthalene-1-sulfonyl)-1H-indazoleHCID 58812119—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product(2-{[1-(3-chlorobenzyl)-5-fluoro-3-(1-naphthylsulfonyl)-1H-indazol-7-yl]oxy}ethyl)methylamine HydrochlorideHCID 68678994—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 1-(3-chloro-benzyl)-7-(2-chloro-ethoxy)-5-fluoro-3-(naphthalene-1-sulfonyl)-1H-indazole (0.075 g, 0.14 mmoles) and methylamine (0.56 mmoles) in DMSO (1 mL) was stirred under nitrogen at 100° C. for 4 hours. Mixture was cooled to room temperature, diluted with water, extracted with EtOAc, washed with water (2×), brine (1×), dried over Na2SO4, and concentrated under vacuum. Compound was purified by flash chromatography using as eluent 5% CH3OH/EtOAc. The purified compound was dissolved in methanol, 1M HCl in ether (0.1 mL, 0.1 mmoles) was added, and compound was dried to afford the title compound as the HCl salt.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723329B2
Source datasetuspto-grants-2010_05
ORD IDord-47a234e406b94272976c6369552f52ca
Source noteuspto-grants-2010_05