Home Cart 0 Sign in  

[ CAS No. 149806-11-1 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 149806-11-1
Chemical Structure| 149806-11-1
Structure of 149806-11-1 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 149806-11-1 ]

Related Doc. of [ 149806-11-1 ]

Alternatived Products of [ 149806-11-1 ]

Product Details of [ 149806-11-1 ]

CAS No. :149806-11-1 MDL No. :MFCD06589847
Formula : C10H13N3O Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 191.23 Pubchem ID :-
Synonyms :

Safety of [ 149806-11-1 ]

Signal Word:Warning Class:
Precautionary Statements:P264-P270-P301+P312+P330-P501 UN#:
Hazard Statements:H302 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 149806-11-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 149806-11-1 ]

[ 149806-11-1 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 33513-42-7 ]
  • [ 57356-64-6 ]
  • [ 149806-11-1 ]
YieldReaction ConditionsOperation in experiment
Stage #1: 5-bromo-2-(piperidin-1-yl)pyrimidine With n-butyllithium In tetrahydrofuran; hexanes at -78 - -70℃; for 1h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexanes at -70℃; for 1h; 8.II To a solution of 5-bromo-2-piperidin-1-yl-pyrimidine (1.3 g, 5.4 mmol) in anhydrous tetrahydrofuran (30 mL) at -78°C was added 1.6 M n-butyl lithium in hexanes (3.7 mL, 5.93 mmol). The mixture was stirred at a temperature below -70°C for 1 hour. Dimethylformamide (4.2 mL, 53.9 mmol) was added dropwise and the reaction was stirred at a temperature below -70°C for 1 hour. The reaction was quenched with saturated ammonium chloride (10 mL), diluted with water (20 mL) and extracted with ethyl acetate (2 x 20 ml_). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and the solvent removed under reduced pressure to provide a viscous brown oil. Flash chromatography (silica gel; 5-30% ethyl acetate in hexanes) provided 2-piperidin-1-yl-pyrimidine-5-carbaldehyde (0.76 g, 4.0 mmol) as a white solid.
Stage #1: 5-bromo-2-(piperidin-1-yl)pyrimidine With n-butyllithium In tetrahydrofuran; hexanes at -78 - 70℃; for 1h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexanes at -70℃; for 1h; Stage #3: With ammonium chloride In tetrahydrofuran; hexanes; water 17; 8.II To a solution of 5-bromo-2-piperidin-1-yl-pyrimidine (1.3 g, 5.4 mmol) in anhydrous tetrahydrofuran (30 mL) at -78°C was added 1.6 M n-butyl lithium in hexanes (3.7 mL, 5.93 mmol). The mixture was stirred at a temperature below -70°C for 1 hour. Dimethylformamide (4.2 mL, 53.9 mmol) was added dropwise and the reaction was stirred at a temperature below -70°C for 1 hour. The reaction was quenched with saturated ammonium chloride (10 mL), diluted with water (20 mL) and extracted with ethyl acetate (2 x 20 ml_). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and the solvent removed under reduced pressure to provide a viscous brown oil. Flash chromatography (silica gel; 5-30% ethyl acetate in hexanes) provided 2-piperidin-1-yl-pyrimidine-5-carbaldehyde (0.76 g, 4.0 mmol) as a white solid.
Stage #1: 5-bromo-2-(piperidin-1-yl)pyrimidine With n-butyllithium In tetrahydrofuran; hexanes at -78 - -70℃; for 1h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexanes at -70℃; for 1h; 8.II; 4 To a solution of 5-bromo-2-piperidin-1-yl-pyrimidine (1.3 g, 5.4 mmol) in anhydrous tetrahydrofuran (30 mL) at -78°C was added 1.6 M n-butyl lithium in hexanes (3.7 mL, 5.93 mmol). The mixture was stirred at a temperature below -70°C for 1 hour. Dimethylformamide (4.2 mL, 53.9 mmol) was added dropwise and the reaction was stirred at a temperature below -70°C for 1 hour. The reaction was quenched with saturated ammonium chloride (10 mL), diluted with water (20 mL) and extracted with ethyl acetate (2 x 20 ml_). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and the solvent removed under reduced pressure to provide a viscous brown oil. Flash chromatography (silica gel; 5-30% ethyl acetate in hexanes) provided 2-piperidin-1-yl-pyrimidine-5-carbaldehyde (0.76 g, 4.0 mmol) as a white solid.
Stage #1: 5-bromo-2-(piperidin-1-yl)pyrimidine With n-butyllithium In tetrahydrofuran; hexanes at -78 - -70℃; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexanes at -70℃; for 1h; Stage #3: With water; ammonium chloride In tetrahydrofuran; hexanes 8.II Part II: Preparation of 2-piperidin-1-yl-pyrimidine-5-carbaldehydeTo a solution of 5-bromo-2-piperidin-1-yl-pyrimidine (1.3 g, 5.4 mmol) in anhydrous tetrahydrofuran (30 mL) at -78°C was added 1.6 M n-butyl lithium in hexanes (3.7 mL, 5.93 mmol). The mixture was stirred at a temperature below -70°C for 1 hour. Dimethylformamide (4.2 mL, 53.9 mmol) was added dropwise and the reaction was stirred at a temperature below -70°C for 1 hour. The reaction was quenched with saturated ammonium chloride (10 mL), diluted with water (20 mL) and extracted with ethyl acetate (2 x 20 ml_). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and the solvent removed under reduced pressure to provide a viscous brown oil. Flash chromatography (silica gel; 5-30% ethyl acetate in hexanes) provided 2-piperidin-1-yl-pyrimidine-5-carbaldehyde (0.76 g, 4.0 mmol) as a white solid.

Same Skeleton Products
Historical Records