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Chemical Structure| 171049-35-7 Chemical Structure| 171049-35-7

Structure of N-Boc-4,4'-bipiperidine
CAS No.: 171049-35-7

Chemical Structure| 171049-35-7

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Product Details of [ 171049-35-7 ]

CAS No. :171049-35-7
Formula : C15H28N2O2
M.W : 268.40
SMILES Code : CC(C)(C)OC(=O)N1CCC(CC1)C1CCNCC1
MDL No. :MFCD02179169
InChI Key :NERBLCVCQKXTEP-UHFFFAOYSA-N
Pubchem ID :11747599

Safety of [ 171049-35-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 171049-35-7 ]

* 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 [ 171049-35-7 ]

[ 171049-35-7 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 120977-94-8 ]
  • [ 171049-35-7 ]
  • 6-((1'-tert-butoxycarbonyl-4,4'-bipiperidin)-1-yl)-2-chloro-3H-pyrimid-4-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
126 mg (52%) In ethanol; Step A 6-((1'-tert-Butoxycarbonyl-4,4'-bipiperidin)-1-yl)-2-chloro-3H-pyrimid-4-one A solution of 100 mg (0.61 mmol) of <strong>[120977-94-8]2,6-dichloropyrimid-4-one</strong> (Helv. Chim. Acta 1989, 72, 738) and 246 mg (0.92 mmol) of 1-tert-butoxycarbonyl-4,4'-bipiperidine in 6 mL of EtOH was refluxed for 2.25 hours. After cooling the reaction with an ice bath, the resulting solid was filtered and dried to yield 126 mg (52%) of the title compound: Rf: 0.77 (90:10:1 v/v/v CH2Cl2/MeOH/NH4OH); 1H NMR (500 MHz, CD3OD) delta 1.12-1.85 (m, 19H), 2.62-2.67 (m, 2H), 2.87-2.92 (m, 2H), 4.13-4.15 (m, 2H), 4.53-4.55 (m, 2H), 5.74 (s, 1H).
  • 2
  • [ 19745-07-4 ]
  • [ 171049-35-7 ]
  • [ 1034824-37-7 ]
YieldReaction ConditionsOperation in experiment
With 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1-methyl-pyrrolidin-2-one; at 110℃; for 1h;Product distribution / selectivity; Step 3: te^butyl-l'-^-chloropyrazin^-yO^^'-bipiperdine-l-carboxylate.; The tert-butyl 4,4'-bipiperidine-l-carboxylate (1.27g, 4.7 mmol) and <strong>[19745-07-4]2,5-dichloropyrazine</strong> (670 mg, 4.5 mmol) were dissolved in NMP (5 ml) at room temperature, and l,8-diazabicyclo[5.4.0]-undec-7-ene (1 mL, 6.8 mmol) added drop-wise. The mixture was heated at 110 0C for Ih, allowed to cool to r.t. and diluted with 50 mL of ethyl acetate. The solution was washed with water (10 mL xl), brine (10 mL xl), dried over magnesium sulfate, filtered, and concentrated in vac. The residue was purified by chromatography on silica gel with 10percent acetone : hexanes to yield the title compound. LC-MS: 381.25 (M+H).
  • 3
  • [ 85953-29-3 ]
  • [ 171049-35-7 ]
  • tert-butyl 1'-(3-chloro-4-(methoxycarbonyl)phenyl)-[4,4'-bipiperidine]-1-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate; In 1-methyl-pyrrolidin-2-one; at 120℃; for 3.0h; A mixture of tert-butyl 4,4'-bipiperidine-l -carboxylate (1-2) (268 mg, 1 mmol, 1.0 eq), methyl 2- chloro-4-fluorobenzoate (5-1) (226 mg, 1.2 mmol, 1.2 eq) and K2CO3 (414 mg, 3 mmol, 3 eq) in NMP (5 ml) was stirred at 120 C for 3 h. After cooling to room temperature, the mixture was diluted with EtOAc (80 niL), washed with water (20 mL x3), brine (10 mL), dried over sodium sulfate and purified by column chromatography (PE:EA =5: 1-3: 1 ) to give tert-butyl l'-(3- chloro-4-(methoxycarbonyl)phenyl)-4,4'-bipiperidine-l-carboxylate (5-2). LRMS m/z (M+Na) 459.2 found, 459.2 required
 

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[ 171049-35-7 ]

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