Methyl 2-amino-5-bromonicotinate

Base Information

• Chemical Name: Methyl 2-amino-5-bromonicotinate
• CAS No.: 50735-34-7
• Molecular Formula: C7H7BrN2O2
• Molecular Weight: 231.049
• Hs Code.: 2933399090
• European Community (EC) Number: 861-016-9
• DSSTox Substance ID: DTXSID10376965
• Wikidata: Q72486749
• Mol file: 50735-34-7.mol

Synonyms:methyl 2-amino-5-bromonicotinate;50735-34-7;methyl 2-amino-5-bromopyridine-3-carboxylate;2-Amino-5-bromo-nicotinic acid methyl ester;Methyl 2-amino-5-bromo-pyridine-3-carboxylate;3-PYRIDINECARBOXYLIC ACID, 2-AMINO-5-BROMO-, METHYL ESTER;MFCD04117787;Methyl 2-amino-5-bromopyridine-3-carboxylate;Methyl2-amino-5-bromopyridine-3-carboxylate;METHYL 2-AMINO-5-BROMO-3-PYRIDINECARBOXYLATE;SCHEMBL1093551;DTXSID10376965;POWKBBOOIZBIRZ-UHFFFAOYSA-N;AKOS005069698;AC-9434;CS-W003197;PB15783;SY018087;AM20070204;FT-0648238;EN300-134927;A828271;12W-0701;J-521928

Chemical Property of Methyl 2-amino-5-bromonicotinate

Chemical Property:

• Vapor Pressure: 0.00515mmHg at 25°C
• Melting Point: 143-146 °C
• Refractive Index: 1.607
• Boiling Point: 275.2 °C at 760 mmHg
• PKA: 2.45±0.49(Predicted)
• Flash Point: 120.3 °C
• PSA: 65.21000
• Density: 1.662 g/cm³
• LogP: 1.79410
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 229.96909
• Heavy Atom Count: 12
• Complexity: 177

Purity/Quality:

99.0% ^*data from raw suppliers

Methyl 2-Amino-5-bromonicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(N=CC(=C1)Br)N
• Uses: Methyl 2-Amino-5-bromonicotinate is a chemical reagent used in the synthesis of pharmaceutical agents.

Technology Process of Methyl 2-amino-5-bromonicotinate

There total 6 articles about Methyl 2-amino-5-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: 99.0%

methyl 2-aminonicotinate (14667-47-1) → methyl 2-amino-5-bromopyridine-3-carboxylate (50735-34-7)

Guidance literature:

With bromine; sodium hydrogencarbonate; In dichloromethane; at 0 - 20 ℃; for 1h;

Reference yield: 94.0%

methanol (67-56-1) + 2-amino-5-bromonicotinicacid (52833-94-0) → methyl 2-amino-5-bromopyridine-3-carboxylate (50735-34-7)

Guidance literature:

With sulfuric acid; at 80 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.bmc.2018.10.034

Reference yield: 36.0%

methanol (67-56-1) + 2-amino-5-bromonicotinic acid hydrobromide (52963-33-4) → methyl 2-amino-5-bromopyridine-3-carboxylate (50735-34-7)

Guidance literature:

With sulfuric acid; at 75 ℃; for 48h;

upstream raw materials:

2-amino-5-bromonicotinicacid

diazomethyl-trimethyl-silane

methanol

2-amino-5-bromonicotinic acid hydrobromide

Downstream raw materials:

6-bromo-[1,2,4]triazolo[1,5-a]pyridine-8-carboxylic acid methyl ester

Refernces

• 1、 -. "SUBSTITUTED INDOLE COMPOUNDS". . . Retrieved 2019/06/09.
• 2、 Zhou, Qingqing,Reekie, Tristan A.,Abbassi, Ramzi H.,Indurthi Venkata, Dinesh,Font, Josep S.,Ryan, Renae M.,Munoz, Lenka,Kassiou, Michael. "Synthesis and in vitro evaluation of diverse heterocyclic diphenolic compounds as inhibitors of DYRK1A". . p. 5852 - 5869. Retrieved 2018/11/10.