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925519

Sigma-Aldrich

BpyCAM•HCl

Synonym(s):

2,2′-Bipyridine-6-carboxamidine

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About This Item

Empirical Formula (Hill Notation):
C11H11ClN4
CAS Number:
219745-75-2
Molecular Weight:
234.68
MDL number:
MFCD12755605
UNSPSC Code:
12352103
NACRES:
NA.22

form

powder

Quality Level

100

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

mp

>215 °C

storage temp.

−20°C

SMILES string

NC(C1=CC=CC(C2=CC=CC=N2)=N1)=N.Cl

InChI

1S/C11H10N4.ClH/c12-11(13)10-6-3-5-9(15-10)8-4-1-2-7-14-8;/h1-7H,(H3,12,13);1H

InChI key

DWSUJJYYHWLZMW-UHFFFAOYSA-N

Application

BpyCAM•HCl is a bipyridine carboxamidine ligand that enables nickel-catalyzed cross-electrophile couplings of diverse aryl and alkyl halides.

Other Notes

ChemBead Enabled High-Throughput Cross-Electrophile Coupling Reveals a New Complementary Ligand

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Ana L Aguirre et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 27(51), 12981-12986 (2021-07-08)
High-throughput experimentation (HTE) methods are central to modern medicinal chemistry. While many HTE approaches to C-N and Csp2 -Csp2 bonds are available, options for Csp2 -Csp3 bonds are limited. We report here how the adaptation of nickel-catalyzed cross-electrophile coupling of

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