925519
BpyCAM•HCl
Synonym(s):
2,2′-Bipyridine-6-carboxamidine
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About This Item
Empirical Formula (Hill Notation):
C11H11ClN4
CAS Number:
Molecular Weight:
234.68
MDL number:
UNSPSC Code:
12352103
NACRES:
NA.22
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form
powder
Quality Level
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.
Storage Class Code
11 - Combustible Solids
WGK
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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