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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666620Generated: November 1, 2026

1-Hydroxybenzotriazole → HCID 57970077, compound

https://huagongshe.com/reaction/1666620

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantSodium BicarbonateHCID 516892—
Reactant1-(p-Chlorophenyl)cyclobutanecarboxylic acidHCID 602761—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantHCID 57970090HCID 57970090—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 57970077HCID 5797007776.6%

Reaction Steps

To a mixture of (S)-6-methoxy-4-methyl-N-(pyrrolidin-3-yl)quinolin-2-amine (0.50 g), 1-(4-chlorophenyl)-1-cyclobutane carboxylic acid (0.41 g), and DMF (6 mL) were added HOBt (0.39 g) and EDC.HCl (0.56 g), and the mixture was stirred at room temperature for 12 h. The reaction mixture was diluted with ethyl acetate and water, followed by addition of a saturated sodium hydrogencarbonate solution to extract the mixture. The organic layer was dried with anhydrous magnesium sulfate, then the desiccant was removed by filtration, the filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (silica gel, chloroform/methanol, and NH silica gel, ethyl acetate) to obtain colorless amorphous (S)-(1-(4-chlorophenyl)cyclobutyl)-(3-(6-methoxy-4-methylquinolin-2-ylamino)pyrrolidin-1-yl)methanone (0.67 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044068B2
Source datasetuspto-grants-2011_10
ORD IDord-3d31d53a979148eda1563c2d7693ef9d
Source noteuspto-grants-2011_10