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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1477861Generated: November 4, 2026

Methanol → N-(1-(1-(4-chlorophenyl)-1-(2-cyanocyclopropyl)propyl)-1H-indazol-4-yl)methanesulfonamide

https://huagongshe.com/reaction/1477861

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantLithium borohydrideHCID 4148881—
Reactantmethyl 2-(4-chlorophenyl)-2-(4-(N-((2-(trimethylsilyl)ethoxy)methyl)methylsulfonamido)-1H-indazol-1-yl)butanoateHCID 70565947—
SolventTetrahydrofuranHCID 8028—
ProductN-(1-(1-(4-chlorophenyl)-1-(2-cyanocyclopropyl)propyl)-1H-indazol-4-yl)methanesulfonamideHCID 57524237—

Reaction Steps

To a suspension of LiBH4 (120 mg, 5.43 mmol) in THF (5 mL) was added MeOH (174 mg, 5.43 mmol) and a solution of methyl 2-(4-chlorophenyl)-2-(4-(N-((2-(trimethylsilyl)ethoxy)methyl)methylsulfonamido)-1H-indazol-1-yl)butanoate (600 mg, 1.09 mmol) in THF (8 mL) followed. The mixture was stirred at room temperature for 2 h. The solution was quenched with saturated NH4Cl solution, and extracted with ethyl acetate (30 mL). The organic layer was washed with brine, dried over sodium sulfate, filtered and evaporated. The residue was purified by silica gel chromatography (PE/EA=3/1) to afford the title compound as a pale yellow solid. LC/MS m/z=524.2 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403807B2
Source datasetuspto-grants-2016_08
ORD IDord-880d68830cc04dd8b8f0c3cd973bfa47
Source noteuspto-grants-2016_08