Hydrochloric Acid → 1-methylethyl [(2S,4R)-1-acetyl-6-(4-{2-[(2-aminoethyl)amino]-2-oxoethyl}phenyl)-2-methyl-1,2,3,4-tetrahydro-4-quinolinyl]carbamate hydrochloride

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Reaction Steps

A solution of 1-methylethyl {(2S,4R)-1-acetyl-6-[4-(2-{[2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)ethyl]amino}-2-oxoethyl)phenyl]-2-methyl-1,2,3,4-tetrahydro-4-quinolinyl}carbamate (for a preparation see Intermediate 38) (60 mg, 0.106 mmol) in 1,4-dioxane (2 ml) was treated with hydrogen chloride in 1,4-dioxane (4N, 2 mL, 8.00 mmol) and the resulting mixture stirred at room temperature for 5 h then concentrated in vacuo. The residue was triturated with Et2O and the solid isolated by filtration to give 1-methylethyl [(2S,4R)-1-acetyl-6-(4-{2-[(2-aminoethyl)amino]-2-oxoethyl}phenyl)-2-methyl-1,2,3,4-tetrahydro-4-quinolinyl]carbamate hydrochloride (28 mg, 0.056 mmol, 52.6% yield) as a pale yellow solid. LCMS (HpH, 2 min), Rt=0.79 min, MH+=467.

Provenance & Evidence