Hydroxylamine, O-(1-methylethyl)-, hydrochloride (1:1)

A mixture of 2-isopropoxy-isoindole-1, 3-dione (LIX, 10.78 g, 52.50 mmol) and hydrazine monohydrate (5. i mL, 105.00 mmol) in CHHydrazine monohydrate (2.10 mL, 43.28 mmol) was added to a solution of 2-isopropyloxy-isoindole-1, 3-dione (4.44 g, 21.64 mmol) in a mixture of methanol (11 mL) and methylene chloride (110 mL), and the mixture was stirred at 25° C. for 4 h. The hydrazine monohydrate (2.80 mL, 58.5mmol) was added to the chloroform fluid (100 mL) of 10percent methanol of N-(isopropyloxy) phthalimide (4.00 g-19.5mmol), and it stirred at the room temperature for 47 hours. Filtration under reduced pressure of the reaction mixture was carried out after ending reaction, and the filtrate was concentrated in vacuum. Diethylether was added to the obtained rough product, and the 1, 4-dioxane solution (4 mol/L) of hydrogen chloride was added until it was set to pH 3. The depositing solids were collected and the white solid (0.77 g, yield: 35percent) of O-isopropylhydroxylamine hydrochloride was obtained.After 500 mg of hydroxyphthalimide (Aldrich) was dissolved in 5 ml of dimethylformamide under argon flow, 0.33 ml of isopropyl iodide (Aldrich) was added, and 0.5 ml of 1, 8-diazabicyclo[5.4.0]undec-7-ene (Aldrich) was slowly added. After the mixture was stirred at 60° C. for 2 hours, the temperature was again lowered to room temperature, and then the reaction was stopped by adding a 2 N hydrochloric acid solution. The reaction liquid was diluted by adding 20 ml of ethyl acetate, followed by drying over magnesium sulfate and then filtration. The filtrate was concentrated under reduced pressure, and the residue was subjected to silica gel column chromatography using a mixed eluent of ethyl acetate/hexane (1:5) and then dried to obtain 578 mg of a compound (yield: 92percent). The compound was dissolved in 5 ml of dichloromethane, and 0.12 ml of methyl hydrazine (TCI) was slowly added at 0° C. After the reaction liquid was stirred at room temperature for 2 hours, the temperature was again lowered to 0° C. The generated solid was then filtered out, and 1 ml of a 4 M-hydrochloric acid dioxane solution (Aldrich) was added to the residual filtrate, followed by filtration and drying, to obtain 19 mg of a solid (yield: 6percent). 9 mg of the obtained solid and 34 mg of SAC-0906 obtained as obtained above were dissolved in 1 ml of pyridine (Aldrich) under argon flow, followed by stirring at 80° C. for 4 hours. After the temperature was lowered to room temperature, the reaction liquid was acidified by adding a 2 N hydrochloric acid solution, followed by extraction with 20 ml of diethyl ether, drying over magnesium sulfate, and filtration. The filtrate was concentrated under reduced pressure, and the residue was subjected to silica gel column chromatography using a mixed eluent of ethyl acetate/hexane (1:5) to obtain the target compound SAC-1018 (32 mg, yield: 84percent).

Molecular Weight:111.57
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:111.0450916
Monoisotopic Mass:111.0450916
Topological Polar Surface Area:35.2
Heavy Atom Count:6
Complexity:20.9
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes