2-Amino-6-bromopyridine

Base Information

• Chemical Name: 2-Amino-6-bromopyridine
• CAS No.: 19798-81-3
• Molecular Formula: C5H5BrN2
• Molecular Weight: 173.012
• Hs Code.: 29333999
• European Community (EC) Number: 606-385-7
• NSC Number: 176170
• DSSTox Substance ID: DTXSID00306418
• Nikkaji Number: J82.897A
• Wikidata: Q72438900
• ChEMBL ID: CHEMBL2426226
• Mol file: 19798-81-3.mol

Synonyms:2-Amino-6-bromopyridine;19798-81-3;6-bromopyridin-2-amine;6-Bromo-2-pyridinamine;2-Pyridinamine, 6-bromo-;2-amino-6-bromo pyridine;MFCD00137843;1184170-10-2;AMINOBROMOPYRIDINE;6-BROMO-PYRIDIN-2-YLAMINE;Brc1cccc(N)n1;NSC176170;6-brompyridin-2-amin;6-bromopyrid-2-ylamine;6-amino-2-bromopyridine;6-bromo-2-aminopyridine;6-bromopyridine-2-amine;6-bromopyridin-2-ylamine;2-amino-6-bromo-pyridine;SCHEMBL42140;2-BROMO-6-AMINOPYRIDINE;CHEMBL2426226;SCHEMBL24504094;2-Amino-6-bromopyridine, 98%;BDBM98803;DTXSID00306418;BCP22199;CS-D1448;BBL100091;CL0046;STL279619;AKOS000279090;AC-1024;NSC 176170;NSC-176170;PB32140;PS-5960;SY006032;A4341;AM20050921;FT-0611197;EN300-42473;A806461;AC-907/25000246;US8487093, 193;W-206460;Z425864750;2-Ethyl-6-methylpyridin-3-ol hydrochloride

Chemical Property of 2-Amino-6-bromopyridine

Chemical Property:

• Appearance/Colour: Slightly yellow to light brown powder
• Vapor Pressure: 0.0059mmHg at 25°C
• Melting Point: 88-91 °C(lit.)
• Boiling Point: 272.954 °C at 760 mmHg
• PKA: 2.73±0.24(Predicted)
• Flash Point: 118.879 °C
• PSA: 38.91000
• Density: 1.71 g/cm³
• LogP: 2.00750
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Very Slightly)
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 171.96361
• Heavy Atom Count: 8
• Complexity: 76.8

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-6-bromopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-36/37/39

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=NC(=C1)Br)N
• Uses: 2-Amino-6-bromopyridine is a disubstituted pyridine used as a building block in the preparation of nitrogen containing bicyclic and polycylic compounds. Employed in an efficient one-pot synthesis of 7-azaindoles. Used in the synthesis of anti-HIV agents. Used in the synthesis of anti-HIV agents.

Technology Process of 2-Amino-6-bromopyridine

There total 16 articles about 2-Amino-6-bromopyridine 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: 93.0%

2-bromo-6-fluoropyridine (144100-07-2) → 2-Amino-6-bromopyridine (19798-81-3,1184170-10-2)

Guidance literature:

With acetamidine hydrochloride; sodium hydroxide; In water; dimethyl sulfoxide; at 130 ℃; for 24h; chemoselective reaction; Schlenk technique;

DOI:10.1039/c8ob02129e

Reference yield: 88.9%

2,6-Dibromopyridine (626-05-1) → 2.6-diaminopyridine (141-86-6) + 2-Amino-6-bromopyridine (19798-81-3,1184170-10-2)

Guidance literature:

With ammonia; In water; at 190 ℃; for 6h; under 18751.9 Torr;

Reference yield: 85.0%

2,6-Dibromopyridine (626-05-1) → 2-Amino-6-bromopyridine (19798-81-3,1184170-10-2)

Guidance literature:

With ammonium hydroxide; at 190 ℃;

DOI:10.1002/chem.200900662

upstream raw materials:

2,6-Dibromopyridine

2-amino-4,6-dibromopyridine

N-(6-bromo-pyridin-2-yl)acetamide

tert-butyl 6-bromopyridin-2-ylcarbamate

Downstream raw materials:

3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-6'-ylamine

6-bromo-2-hydroxypyridine

2-amino-6-methoxypyridine

6-ethoxypyridin-2-amine

Refernces

• 1、 -. "Preparation method of 2-amino substituted six-membered nitrogen-containing heterocycle complex". Paragraph 0061; 0062. . Retrieved 2019/02/08.
• 2、 Li, Yibiao,Huang, Shuo,Liao, Chunshu,Shao, Yan,Chen, Lu. "Transition-metal-free access to 2-aminopyridine derivatives from 2-fluoropyridine and acetamidine hydrochloride". supporting information. p. 7564 - 7567. Retrieved 2018/11/02.