3335-05-5

Basic information

• Product Name: ethyl 1,4,5,6-tetrahydropyridine-3-carboxylate
• CAS NO: 3335-05-5
• Molecular Formula: C₈H₁₃NO₂
• Molecular Weight: 155.1943
• Mol File: 3335-05-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 244.1°C at 760 mmHg
• Flash Point: 101.4°C
• Density: 1.049g/cm³
• Vapor Pressure: 0.031mmHg at 25°C
• Refractive Index: 1.474
• CAS DataBase Reference: ethyl 1,4,5,6-tetrahydropyridine-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 1,4,5,6-tetrahydropyridine-3-carboxylate(3335-05-5)
• EPA Substance Registry System: ethyl 1,4,5,6-tetrahydropyridine-3-carboxylate(3335-05-5)

Safety Data

• Hazardous Substances Data: 3335-05-5(Hazardous Substances Data)

Usage

General Description

Ethyl 1,4,5,6-tetrahydropyridine-3-carboxylate is a chemical compound with the chemical formula C9H15NO2. It is a derivative of tetrahydropyridine, which is a heterocyclic compound commonly used in the synthesis of various pharmaceuticals and organic compounds. The ethyl ester group in this compound makes it suitable for use as a building block in organic synthesis. It is also used in the production of veterinary medicines and insecticides. ethyl 1,4,5,6-tetrahydropyridine-3-carboxylate may also have potential applications in the field of medicinal chemistry due to its tetrahydropyridine core, which is known to display various biological activities.

Upstream product

• 3731-16-6 3-carboethoxy-2-pyridone 
• 78089-91-5 Ethyl 2-thioxopiperidine-3-carboxylate 
• 614-18-6 3-pyridinecarboxylic acid ethyl ester 

Downstream Products

• 71962-74-8 Ethyl nipecotate 
• 194726-40-4 (3R)-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester 
• 116140-20-6 ethyl 1-benzoyl-3-piperidinecarboxylate 
• 435275-85-7 (R)-N-Cbz-ethyl nipecotate 
• 174699-11-7 (3S)-Piperidine-1,3-dicarboxylic acid 1-benzyl ester 3-ethyl ester 
• 917112-56-2 5,6-dihydro-4H-pyridine-1,3-dicarboxylic acid 1-benzyl ester 3-ethyl ester 
• 351006-60-5 1-benzoyl-1,4,5,6-tetrahydro-pyridine-3-carboxylic acid ethyl ester 

Relevant articles and documents

Process intensification for the continuous flow hydrogenation of ethyl nicotinate

Here we report a process intensification study for the selective, partial, and full hydrogenation of ethyl nicotinate using a trickle bed reactor for meso-flow transformations (HEL FlowCAT). The process achieved a throughput of 1219 g d-1 (78 g h-1 of product per g of active catalyst) for the partial hydrogenation to ethyl 1,4,5,6-tetrahydropyridine-3-carboxylate, whereas the productivity for the full hydrogenation process reached a 1959 g d-1 of throughput (408 g h-1 of product per g of active catalyst) on this laboratory-scale flow chemistry platform.

Diboron-assisted palladium-catalyzed transfer hydrogenation of N-heteroaromatics with water as hydrogen donor and solvent

A Pd-catalyzed transfer hydrogenation of various N-heteroaromatic compounds with B2pin2 as a mediator and environmentally benign water as both solvent and hydrogen donor has been disclosed. This reaction proceeded under ambient temperature with a broad range of N-heteroaromatic compounds among which imidazo[1,2-a]pyridine derivatives were for the first time selectively reduced to 5,6,7,8-tetrahydroimidazo[1,2-a]pyridines, which are the core structural motifs of an inhibitor of human O-GlcNAcase. Mechanistic studies suggested that the new protons in products are from water and Pd-H might be the key intermediate with B2pin2 as the H2O activator.

Asymmetric hydrogenation of pyridines: Enantioselective synthesis of nipecotic acid derivatives

An asymmetric hydrogenation process of 3-substituted pyridine derivatives has been developed with the use of a Rh-TangPhos complex as the catalyst. The whole process consists of an efficient partial hydrogenation of nicotinate and a subsequent highly enan