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522937

Sigma-Aldrich

4-Amino-2-chloropyridine

97%

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About This Item

Empirical Formula (Hill Notation):
C5H5ClN2
CAS Number:
Molecular Weight:
128.56
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

mp

90-94 °C (lit.)

SMILES string

Nc1ccnc(Cl)c1

InChI

1S/C5H5ClN2/c6-5-3-4(7)1-2-8-5/h1-3H,(H2,7,8)

InChI key

BLBDTBCGPHPIJK-UHFFFAOYSA-N

General description

4-Amino-2-chloropyridine is a chloroaminoheterocyclic compound. It readily undergoes Suzuki-Miyaura coupling with phenylboronic acid.

Application

4-Amino-2-chloropyridine may be used in the preparation of:
  • 3-deazacytosine
  • 7-substituted 1-alky-1,4-dihydro-4-oxo-1,6-naphthyridine-3-carboxylic acids
  • 1,6-naphthyridines

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Preparation and biological activity of various 3-deazapyrimidines and related nucleosides.
A Bloch et al.
Journal of medicinal chemistry, 16(3), 294-297 (1973-03-01)
Pyridone-carboxylic Acids as Antibacterial Agents. I. Synthesis and Antibacterial Activity of 1-Alkyl-1, 4-dihydro-4-oxo-1, 8-and 1, 6-naphthyridine-3-carboxylic Acids.
Hirose T, et al.
Chemical & Pharmaceutical Bulletin, 30(7), 2399-2409 (1982)
A highly active catalyst for Suzuki-Miyaura cross-coupling reactions of heteroaryl compounds.
Kelvin L Billingsley et al.
Angewandte Chemie (International ed. in English), 45(21), 3484-3488 (2006-04-28)

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