Methyl 4-bromonicotinate

Base Information

• Chemical Name: Methyl 4-bromonicotinate
• CAS No.: 1043419-29-9
• Molecular Formula: C₇H₆BrNO₂
• Molecular Weight: 216.034
• Hs Code.: 2933399090
• Mol file: 1043419-29-9.mol

Synonyms:methyl 4-bromonicotinate;4-Bromopyridine-3-carboxylic acid methyl ester;4-Bromo-3-pyridinecarboxylic acid methyl ester;

Chemical Property of Methyl 4-bromonicotinate

Chemical Property:

• Boiling Point: 251.847 °C at 760 mmHg
• PKA: 2.13±0.10(Predicted)
• Flash Point: 106.113 °C
• PSA: 39.19000
• Density: 1.58 g/cm³
• LogP: 1.63070
• Storage Temp.: 2-8°C

Purity/Quality:

99+% ^*data from raw suppliers

4-Bromo-nicotinicacidmethylester 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 4-bromonicotinate

There total 2 articles about Methyl 4-bromonicotinate 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:

methanol (67-56-1) + 4-bromopyridine-3-carboxylic acid (15366-62-8) → methyl 4-bromonicotinate (1043419-29-9)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 ℃; for 3h;

Reference yield:

4-bromopyridine hydrochloride (19524-06-2) → methyl 4-bromonicotinate (1043419-29-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diisopropylamine; n-butyllithium / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

1.2: 20 °C

1.3: pH 3 - 4

2.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 3 h / 0 °C

With dmap; n-butyllithium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diisopropylamine; In tetrahydrofuran; dichloromethane;

Reference yield: 87.0%

methyl 4-bromonicotinate (1043419-29-9) + 2-nitrophenyl bromide (577-19-5) → methyl 4-((2-nitrophenyl)amino)nicotinate

Guidance literature:

With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; at 110 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1055/a-1649-5317

upstream raw materials:

4-bromopyridine hydrochloride

methanol

4-bromopyridine-3-carboxylic acid

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