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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:
14432-12-3
Molecular Weight:
128.56
EC Number:
238-403-0
MDL number:
MFCD00060089
UNSPSC Code:
12352100
PubChem Substance ID:
24874285
NACRES:
NA.22

Quality Level

100

Assay

97%

mp

90-94 °C (lit.)

functional group

chloro

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

Related Categories

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
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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Certificates of Analysis (COA)

Lot/Batch Number
MKCH0643
MKCG9332
MKBV6514V
MKBL8324V
MKBH5433V

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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)
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)
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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