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2,7-diaza-spiro[3.5]nonane-2-carboxylic acid tert-butyl ester[ No CAS ]
[ 75-36-5 ]
[ 1147423-01-5 ]
Yield
Reaction Conditions
Operation in experiment
With triethylamine; In dichloromethane; at 20.0℃; for 2.0h;
To a solution of 2,7-diaza-spiro[3.5]nonane-2-carboxylic acid tert-butyl ester (70 mg,0.309 mmol) in DCM (3 mL) were added acetyl chloride (32 muL, 0.450 mmol) and triethylamine (54 muL, 0.526 mmol). The resulting mixture was stirred at RT for 2 h. The reaction mixture was loaded onto an Isolute SCX-2 cartridge, and washed with MeOH then eluted with 2 M NH3 in MeOH to give 7-acetyl-2,7-diaza-spiro[3.5]nonane-2-carboxylic acid ester. To a solution of 7-acetyl-2,7-diaza-spiro[3.5]nonane-2-carboxylic acid tert- butyl ester in DCM (3 mL) was added TFA (1 mL) and the resulting mixture was stirred at RT for 1 h. The reaction mixture was loaded onto an Isolute SCX-2 cartridge, washed with <n="84"/>MeOH then eluted with 2 M NH3 in MeOH to give the title compound as a colourless oil (41 mg, 79 %).1H NMR (400 MHz, CDCl3): delta 1.69-1.79 (m, 2 H), 1.78-1.83 (m, 2 H), 2.08 (s, 3 H), 3.32- 3.37 (m, 2 H), 3.39-3.45 (m, 2 H) and 3.37-3.57 (m, 4 H).
To a solution of 2,7-diaza-spiro[3.5]nonane-2-carboxylic acid tert-butyl ester (70 mg,0.309 mmol) in DCM (3 mL) were added acetyl chloride (32 muL, 0.450 mmol) and triethylamine (54 muL, 0.526 mmol). The resulting mixture was stirred at RT for 2 h. The reaction mixture was loaded onto an Isolute SCX-2 cartridge, and washed with MeOH then eluted with 2 M NH3 in MeOH to give 7-acetyl-2,7-diaza-spiro[3.5]nonane-2-carboxylic acid ester. To a solution of 7-acetyl-2,7-diaza-spiro[3.5]nonane-2-carboxylic acid tert- butyl ester in DCM (3 mL) was added TFA (1 mL) and the resulting mixture was stirred at RT for 1 h. The reaction mixture was loaded onto an Isolute SCX-2 cartridge, washed with <n="84"/>MeOH then eluted with 2 M NH3 in MeOH to give the title compound as a colourless oil (41 mg, 79 %).1H NMR (400 MHz, CDCl3): delta 1.69-1.79 (m, 2 H), 1.78-1.83 (m, 2 H), 2.08 (s, 3 H), 3.32- 3.37 (m, 2 H), 3.39-3.45 (m, 2 H) and 3.37-3.57 (m, 4 H).
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