463485

Methyl isonipecotate

technical grade

• Synonym(s): Methyl 4-piperidinecarboxylate
• Empirical Formula (Hill Notation): C₇H₁₃NO₂
• CAS Number: 2971-79-1
• Molecular Weight: 143.18
• MDL number: MFCD00190578
• UNSPSC Code: 12352100
• PubChem Substance ID: 24870073
• NACRES: NA.22

Properties

• 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.

Precipitate may form upon standing which should not affect application.

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

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: 192.2 °F - closed cup
• flash_point_c: 89 °C - closed cup
• ppe: Eyeshields, Gloves, type ABEK (EN14387) respirator filter