2-(2-Amino-5-bromobenzoyl)pyridine

Base Information

• Chemical Name: 2-(2-Amino-5-bromobenzoyl)pyridine
• CAS No.: 1563-56-0
• Molecular Formula: C12H9BrN2O
• Molecular Weight: 277.12
• Hs Code.: 2933399090
• European Community (EC) Number: 216-352-5
• UNII: 9874AL67QQ
• DSSTox Substance ID: DTXSID60166070
• Nikkaji Number: J206.798F
• Wikidata: Q72438836
• Mol file: 1563-56-0.mol

Synonyms:2-(2-amino-5-bromobenzoyl)pyridine;ABBP

Chemical Property of 2-(2-Amino-5-bromobenzoyl)pyridine

Chemical Property:

• Appearance/Colour: Yellow solid
• Vapor Pressure: 2.48E-08mmHg at 25°C
• Melting Point: 98-100oC
• Refractive Index: 1.658
• Boiling Point: 451.2 °C at 760 mmHg
• PKA: 2.66±0.10(Predicted)
• Flash Point: 226.7 °C
• PSA: 55.98000
• Density: 1.546 g/cm³
• LogP: 3.23850
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: DMSO (Slightly), Methanol (Sparingly)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 275.98983
• Heavy Atom Count: 16
• Complexity: 259

Purity/Quality:

99% ^*data from raw suppliers

2-(2-Amino-5-bromobenzoyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)C(=O)C2=C(C=CC(=C2)Br)N
• Uses: Intermediate in the preparation of Bromazepam.

Technology Process of 2-(2-Amino-5-bromobenzoyl)pyridine

There total 11 articles about 2-(2-Amino-5-bromobenzoyl)pyridine 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: 95.6%

2-(5-bromo-2-hydroxybenzoyl)pyridine (162271-31-0) → 2-amino-5-bromobenzoyl pyridine (1563-56-0)

Guidance literature:

2-(5-bromo-2-hydroxybenzoyl)pyridine; With 2-bromo-2-methylpropanamide; sodium hydroxide; In N,N-dimethyl acetamide; at 20 - 50 ℃; for 4h;

With water; for 4h; Reflux;

Reference yield: 89.3%

2-bromo-pyridine (109-04-6) + 5-Bromo-2-aminobenzoic acid (5794-88-7) → 2-amino-5-bromobenzoyl pyridine (1563-56-0)

Guidance literature:

2-bromo-pyridine; n-butyllithium; In diethyl ether; hexane; at -40 ℃; for 1.5h;

5-Bromo-2-aminobenzoic acid; In tetrahydrofuran; diethyl ether; hexane; at 0 ℃; for 2h;

With hydrogenchloride; sodium hydroxide; chloro-trimethyl-silane; more than 3 stages;

Reference yield: 58.0%

5-Bromo-2-aminobenzoic acid (5794-88-7) → 2-amino-5-bromobenzoyl pyridine (1563-56-0)

Guidance literature:

2-bromo-pyridine; With n-butyllithium; In tetrahydrofuran; at -40 ℃;

5-Bromo-2-aminobenzoic acid; In tetrahydrofuran; at 0 ℃;

upstream raw materials:

bromazepam

5-Bromo-2-aminobenzoic acid

2-bromo-pyridine

2-(5-bromo-2-hydroxybenzoyl)pyridine

Downstream raw materials:

2-bromo-N-(4-bromo-2-(pyridin-2-ylcarbonyl)phenyl)acetamide

C₂₃H₂₆BrN₃O₆

C₁₈H₁₈BrN₃O₄*ClH

Refernces

• 1、 Fujii,Inotsume,Nakano. "Degradation of bromazepam by the intestinal microflora". . p. 4338 - 4341. Retrieved 1987.
• 2、 De Silva,Kaplan. "-". . p. 1278,1279,1283. Retrieved 1966.
• 3、 -. "Synthesis method of 2-(2-amino-5-bromobenzoyl) pyridine". . . Retrieved 2020/02/19.
• 4、 -. "DIHYDROQUINAZOLINONE ANALOGUES AS BRD4 INHIBITORS". Page/Page column 62. . Retrieved 2014/10/15.