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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1028964Generated: October 30, 2026

Acetone → 6-(2-(Amino(phenyl)methyl)-6-methylphenyl)-3-morpholinoquinolin-2-amine

https://huagongshe.com/reaction/1028964

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantSodium borohydrideHCID 4311764—
Reactant6-(2-(Imino(phenyl)methyl)-6-methylphenyl)-3-morpholinoquinolin-2-amineHCID 86676838—
SolventMethanolHCID 887—
Product6-(2-(Amino(phenyl)methyl)-6-methylphenyl)-3-morpholinoquinolin-2-amineHCID 53328823—

Reaction Steps

To a cooled (ice bath) solution of 6-(2-(imino(phenyl)methyl)-6-methylphenyl)-3-morpholinoquinolin-2-amine (0.058 g, 0.137 mmol) in MeOH (5.0 mL) was added sodium borohydride, 99% (0.033 mL, 0.925 mmol). The mixture was then warmed to RT and stirred for 1 h. The excess NaBH4 was then treated with acetone. The resulted solution was concentrated and purified on HPLC (10-100% MeCN/H2O with 0.1% TFA modifier) to afford 6-(2-(amino(phenyl)methyl)-6-methylphenyl)-3-morpholinoquinolin-2-amine as white solid. MS (ESI, pos. ion) m/z: 425 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735384B2
Source datasetuspto-grants-2014_05
ORD IDord-f2edd59c31ef4d9faec09fa3f371489d
Source noteuspto-grants-2014_05