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With hydrogen;5%-palladium/activated carbon; In methanol; at 20℃; under 760.051 Torr; for 6.0h;
3-Azabicyclo[3.1.0]hexane; Pd/C (5%) (7.4 mg) was added to a solution of <strong>[70110-45-1]3-benzyl-3-azabicyclo[3.1.0]hexane</strong> (240 mg) in methanol (20 mL). The solution was stirred under a hydrogen atmosphere (atmospheric pressure) at room temperature for 6 h. The reaction mixture was filtered through Celite and the solvent was removed in vacuo. The product with the molecular weight of 83.07 (C5H9N) was obtained in this way; MS (ESI): 84 (M+H+).
With hydrogenchloride; palladium 10% on activated carbon; hydrogen; In methanol; at 20℃; for 18.0h;
A mixture of <strong>[70110-45-1]3-benzyl-3-azabicyclo[3.1.0]hexane</strong> (1.3 g, 7.5 mmol), 10% Pd/C (130 mg) and cone. HCl (0.63 mL, 7.5 mmol) in MeOH (20 mL) was stirred at RT under an atmosphere of hydrogen (balloon) for 18 h. The reaction was filtered through Celite and the filtrate was concentrated to give the title compound (850 mg, 95%) as a white solid. MH+ 84.
95%
With hydrogenchloride; palladium 10% on activated carbon; hydrogen; In methanol; at 20℃; for 18.0h;
A mixture of <strong>[70110-45-1]3-benzyl-3-azabicyclo[3.1.0]hexane</strong> (1.3 g, 7.5 mmol), 10% Pd/C (130 mg) and conc. HCl (0.63 mL, 7.5 mmol) in MeOH (20 mL) was stirred at RT under an of hydrogen (balloon) for 18 h. The reaction was filtered through Celite and the filtrate was concentrated to give the title compound (850 mg, 95%) as a white solid. MH+ 84
90%
[0201] 3-Benzyl-3-azabicyclo[3.1.0]hexane (1.1 g, 6.35 mmol) was dissolved in methanol (40 mL) and 10% Pd/C (300 mg, 0.282 mmol) was added. The mixture was shaken under a hydrogen gas atmosphere (2 bar) for 18 h at r.t. The reaction mixture was then filtered through Celite, acidified with 4 N HCl in dioxane (2.38 mL, 9.53 mmol) and concentrated to yield the title compound a brown solid (680 mg, 90%) which was used in the next step without further purification.
88%
A mixture of 3-benzyl-3-aza-bicyclo[3.1.0]hexane (3.0 g, 17.3 mmol), Pd(OH)2 (150 mg, 1.1 mmol) and methanol (25 mL) was stirred at room temperature under 4 atmospheres pressure of H2 for 24 h. The solution was filtered and into the organic layer was bubbled HCl gas until pH=4 was reached. The solution was concentrated in vacuo, the resulting residue was washed with dichloromethane (10 mL×2) and dried to give 3-aza-bicyclo[3.1.0]hexane hydrochloride (1.83 g, 88%) as a white solid. LC-MS: [M+H]+, 84.2, tR=0.313 min.
88%
A mixture of 3-benzyl-3-aza-bicyclo[3.1.0]hexane (3.0 g, 17.3 mmol), Pd(OH)2 (150 mg, 1.1 mmol) and methanol (25 mL) was stirred at room temperature under 4 atmospheres pressure of H2 for 24 h. The solution was filtered and into the organic layer was bubbled HCl gas until pH = 4 was reached. The solution was concentrated in vacuo, the resulting residue was washed with dichloromethane (10 mL x 2) and dried to give 3-aza-bicyclo[3.1.0]hexane hydrochloride (1.83 g, 88 %) as a white solid. LC-MS: [M+H]+, 84.2, tR = 0.313min.
With hydrogen;palladium on activated charcoal; In ethanol; at 20℃; under 7500.75 Torr; for 21.0h;
Int 2 (28.6mmol, 4.95g) was dissolved in ethanol (20ml) and Pd/C (150mg) was added. The mixture was placed in a pressure secure vessel and hydrogen was filled up to a pressure of 1 Obar. The hydrogenation was performed for 2 Ih at r.t., then the catalyst was filtered off and gaseous dry hydrochloric acid was led into the solution until saturation was reached. After that, dry diethyl ether (30ml) was added. The resulting precipitate was filtered off and dried under vacuo. Yield: 3.196g, MS: 120.6 (M+H).
6-(3-chloro-6-(difluoromethyl)-2-fluorophenyl)-3-methyl-N-(1-((S)-1-(4-methyl-5-((1R,5S)-2-oxo-3-azabicyclo[3.1.0]hexan-3-yl)pyrimidin-2-yl)ethyl)-1H-pyrazol-4-yl)pyrazine-2-carboxamide[ No CAS ]
6-(3-chloro-6-(difluoromethyl)-2-fluorophenyl)-3-methyl-N-(1-((R)-1-(4-methyl-5-((1R,5S)-2-oxo-3-azabicyclo[3.1.0]hexan-3-yl)pyrimidin-2-yl)ethyl)-1H-pyrazol-4-yl)pyrazine-2-carboxamide[ No CAS ]
6-(3-chloro-6-(difluoromethyl)-2-fluorophenyl)-3-methyl-N-(1-((6-((1R,5S)-2-oxo-3-azabicyclo[3.1.0]hexan-3-yl)pyridazin-3-yl)methyl)-1H-pyrazol-4-yl)pyrazine-2-carboxamide[ No CAS ]
6-(3-chloro-6-(difluoromethyl)-2-fluorophenyl)-N-(1-((R)-1-(4-methyl-2-((1R,5S)-2-oxo-3-azabicyclo[3.1.0]hexan-3-yl)pyrimidin-5-yl)ethyl)-1H-pyrazol-4-yl)pyrazine-2-carboxamide[ No CAS ]
6-(3-chloro-6-(difluoromethyl)-2-fluorophenyl)-N-(1-((S)-1-(4-methyl-2-((1R,5S)-2-oxo-3-azabicyclo[3.1.0]hexan-3-yl)pyrimidin-5-yl)ethyl)-1H-pyrazol-4-yl)pyrazine-2-carboxamide[ No CAS ]
6-(3-chloro-6-(difluoromethyl)-2-fluorophenyl)-3-methyl-N-(1-((5-methyl-6-((1R,5S)-2-oxo-3-azabicyclo[3.1.0]hexan-3-yl)pyridin-3-yl)methyl)-1H-pyrazol-4-yl)pyrazine-2-carboxamide[ No CAS ]
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