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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1098902Generated: October 26, 2026

Butyronitrile → Methyl 4-{5-[(1R,2S)-2-amino-1-phenylpropoxy]-1H-indazole-1-yl}benzoate

https://huagongshe.com/reaction/1098902

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButyronitrileHCID 8008—
ReactantPhenylpropanolamineHCID 10297—
ReactantCesium carbonateHCID 10796—
ReactantMethyl-4-(5-iodoindazole-1-yl)-benzoateHCID 66812731—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
ProductMethyl 4-{5-[(1R,2S)-2-amino-1-phenylpropoxy]-1H-indazole-1-yl}benzoateHCID 6681270316.4%

Reaction Steps

(1R,2S)-Norephedrine (500 mg, 3.31 mmol), methyl-4-(5-iodoindazole-1-yl)-benzoate (1.28 g, 3.37 mmol), cesiumcarbonate (2.15 g, 6.61 mmol), copper (I)-iodide (314.9 mg, 1.65 mmol) and butyronitrile (2 mL) are stirred in a glass pressure tube at 120° C. for 20 h. The reaction mixture is filtered via a glass microfibre filter, the solvent evaporated and the residue purified by chromatography (silicagel, eluents: dichloromethane/methanol). 217.9 mg (16.4%) of the title compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143290B2
Source datasetuspto-grants-2012_03
ORD IDord-50085dc92378412fa34f9732e40790e6
Source noteuspto-grants-2012_03