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521744

Sigma-Aldrich

2-Amino-6-bromopyridine

98%

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Empirical Formula (Hill Notation):
C5H5BrN2
CAS Number:
19798-81-3
Molecular Weight:
173.01
MDL number:
MFCD00137843
PubChem Substance ID:
24874225

Quality Level

200

Assay

98%

mp

88-91 °C (lit.)

SMILES string

Nc1cccc(Br)n1

InChI

1S/C5H5BrN2/c6-4-2-1-3-5(7)8-4/h1-3H,(H2,7,8)

InChI key

BKLJUYPLUWUEOQ-UHFFFAOYSA-N

Related Categories

General description

2-Amino- 6-bromopyridine has been synthesized from epichlorohydrin.

Application

2-Amino- 6-bromopyridine may be used in the synthesis of:
  • 2-amino-6-diethylaminopyridine
  • 2,6-di-(methylamino)-pyridine
  • 3-(6-bromopyridin-2-yl)-2-(2,6-difluorophenyl)-1,3-thiazolidin-4-one
  • N-(6-bromopyridin-2-yl)dodecylamide
  • 2-bromo-6-iodopyridine
Employed in an efficient one-pot synthesis of 7-azaindoles.
Used in the synthesis of anti-HIV agents.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Masato Ikeda et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 11(2), 662-668 (2004-11-27)
The bow-shaped molecule 1 bearing a self-complementary DAAD-ADDA (D=donor A=acceptor) hydrogen-bonding array generates, in hydrocarbon solvents, highly ordered supramolecular sheet aggregates that subsequently give rise to gels by formation of an entangled network. The process of hierarchical self-assembly of compound
II. Derivatives of 2, 6-Diaminopyridine1.
Bernstein J, et al.
Journal of the American Chemical Society, 69(5), 1151-1115 (1947)
Synthesis of ?Acetylene-Expanded? Tridentate Ligands
Holmes BT, et al.
Molecules (Basel), 7(5), 447-455 (2002)
Microwave-assisted synthesis of benzimidazole and thiazolidinone derivatives as HIV-1 RT inhibitors.
Rao A, et al.
ARKIVOC (Gainesville, FL, United States), 147, 155-155 (2004)
Maria Letizia Barreca et al.
Farmaco (Societa chimica italiana : 1989), 58(3), 259-263 (2003-03-07)
This paper reports our work in the field of nonnucleoside RT inhibitors (NNRTIs). On the basis of extensive studies on 1H,3H-thiazolo[3,4-a]benzimidazole derivatives (TBZs) followed by structure-activity relationship (SAR) considerations and molecular modeling, the design and synthesis of a series of
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