2-Bromo-4-methyl-nicotinic acid ethyl ester

Base Information

• Chemical Name: 2-Bromo-4-methyl-nicotinic acid ethyl ester
• CAS No.: 65996-17-0
• Molecular Formula: C9H10BrNO2
• Molecular Weight: 244.0852
• Hs Code.: 2933399090
• Mol file: 65996-17-0.mol

Synonyms:2-Bromo-4-methyl-nicotinic acid ethyl ester;2-Bromo-4-methylpyridine-3-carboxylic acid ethyl ester;Ethyl 2-bromo-4-methylpyridine-3-carboxylate;ethyl 2-bromo-4-methylnicotinate

Chemical Property of 2-Bromo-4-methyl-nicotinic acid ethyl ester

Chemical Property:

• Boiling Point: 288.2±35.0 °C(Predicted)
• PKA: -0.49±0.18(Predicted)
• PSA: 39.19000
• Density: 1.439±0.06 g/cm3(Predicted)
• LogP: 2.32920

Purity/Quality:

98%min ^*data from raw suppliers

2-Bromo-4-methyl-nicotinic acid ethyl ester 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Bromo-4-methyl-nicotinic acid ethyl ester

There total 5 articles about 2-Bromo-4-methyl-nicotinic acid ethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

(2Z,4E)-ethyl 2-cyano-5-(dimethylamino)-3-methylpenta-2,4-dienoate → ethyl 2-bromo-4-methylnicotinic acid (65996-17-0)

Guidance literature:

With hydrogen bromide; acetic acid; at 40 - 55 ℃; for 15h;

Reference yield:

1-carbethoxy-1-cyano-2-methyl-4-dimethylamino-1,4-butadiene (65996-11-4) → ethyl 2-bromo-4-methylnicotinic acid (65996-17-0)

Guidance literature:

1-carbethoxy-1-cyano-2-methyl-4-dimethylamino-1,4-butadiene; With hydrogen bromide; acetic acid; at 40 - 55 ℃; for 2h; under 760.051 Torr;

With sodium carbonate; In water; under 760.051 Torr; Cooling with ice;

Reference yield:

ethyl 2-cyanoacetate (105-56-6) → ethyl 2-bromo-4-methylnicotinic acid (65996-17-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: piperidine; acetic acid / 24 h / 760.05 Torr / Reflux

2.1: ethanol / 6 h / 760.05 Torr / Reflux

3.1: hydrogen bromide; acetic acid / 2 h / 40 - 55 °C / 760.05 Torr

3.2: 760.05 Torr / Cooling with ice

With piperidine; hydrogen bromide; acetic acid; In ethanol;

upstream raw materials:

ethyl 2-cyanoacetate

ethyl isopropylidenecyanoacetate

1-carbethoxy-1-cyano-2-methyl-4-dimethylamino-1,4-butadiene

Downstream raw materials:

2-(3-Methoxy-phenyl)-4-methyl-nicotinic acid ethyl ester

ethyl 2-phenyl-4-methyl-3-pyridinecarboxylate

C₁₇H₁₇N₃O

C₁₈H₁₈N₂O₄

Refernces

• 1、 -. "PIPERIDINE COMPOUNDS AS PCSK9 INHIBITORS". . . Retrieved 2018/11/21.
• 2、 -. "HETEROCYCLIC COMPOUNDS AND USES THEREOF". . . Retrieved 2013/03/26.