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463485 Sigma-Aldrich

Methyl isonipecotate

technical grade

Synonym: Methyl 4-piperidinecarboxylate

  • CAS Number 2971-79-1

  • Empirical Formula (Hill Notation) C7H13NO2

  • Molecular Weight 143.18

  •  MDL number MFCD00190578

  •  PubChem Substance ID 24870073

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, C5 to C7, Chemical Synthesis, Heterocyclic Building Blocks, Piperidines More...
Quality Level   100
grade   technical grade
refractive index   n20/D 1.465 (lit.)
bp   85-90 °C (lit.)
density   1.06 g/mL at 25 °C (lit.)
SMILES string   COC(=O)C1CCNCC1
InChI   1S/C7H13NO2/c1-10-7(9)6-2-4-8-5-3-6/h6,8H,2-5H2,1H3
InChI key   RZVWBASHHLFBJF-UHFFFAOYSA-N

Description

General description

Methyl isonipecotate can be obtained by the reduction of methyl isonicotinate in methanol with ruthenium at 100-150°C.

Application

Methyl isonipecotate may be used for the synthesis of a series of potent non-urea soluble epoxide hydrolase (sEH) inhibitors via high throughput screens.

Reactant for C-2 arylation of piperidines through directed transition metal-catalyzed sp3 C-H activation

Reactant for synthesis of:
Antitubercular agents
Anti-HIV-1 agents
Aminopyrazine inhibitors
Orally available naphthyridine protein kinase D inhibitors
A Scalable catalyst from asymmetric hydrogenation of sterically demanding aryl enamide

Packaging

25, 100 mL in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
WGK Germany 
WGK 3
Flash Point(F) 
192.2 °F - closed cup
Flash Point(C) 
89 °C - closed cup
Protocols & Articles
Peer-Reviewed Papers
15

References

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