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902047

Sigma-Aldrich

Pyridine-2,6-bis(carboximidamide) dihydrochloride

≥95%

Synonym(s):

Weix 2-pyridylcarboxamidine ligand for nickel catalysis

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About This Item

Empirical Formula (Hill Notation):
C7H11Cl2N5
CAS Number:
1394382-56-9
Molecular Weight:
236.10
UNSPSC Code:
12352101
NACRES:
NA.22

Assay

≥95%

form

powder or crystals

reaction suitability

core: nickel
reaction type: Cross Couplings
reagent type: catalyst

Related Categories

Application

This pyridyl carboxamidine ligand has been demonstrated by Daniel Weix′s lab to enable nickel-catalyzed cross-coupling of diverse basic nitrogen heterocycles with primary and secondary alkyl halides.

Other Notes

Coupling of Challenging Heteroaryl Halides with Alkyl Halides via Nickel-Catalyzed Cross-Electrophile Coupling
Electrochemical Nickel Catalysis for Sp2-Sp3 Cross-Electrophile Coupling Reactions of Unactivated Alkyl Halides
New ligands for nickel catalysis from diverse pharmaceutical heterocycle libraries

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Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

902047-1G:
902047-BULK:
902047-250MG:
902047-VAR:

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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Eric C Hansen et al.
The Journal of organic chemistry, 82(14), 7085-7092 (2017-07-07)
Despite their importance, the synthesis of alkylated heterocycles from the cross-coupling of Lewis basic nitrogen heteroaryl halides with alkyl halides remains a challenge. We report here a general solution to this challenge enabled by a new collection of ligands based
Robert J Perkins et al.
Organic letters, 19(14), 3755-3758 (2017-07-14)
A constant-current electrochemical method for reducing catalytic nickel complexes in sp2-sp3 cross-electrophile coupling reactions has been developed. The electrochemical reduction provides reliable nickel catalyst activation and turnover and offers a tunable parameter for reaction optimization, in contrast to more standard
Eric C Hansen et al.
Nature chemistry, 8(12), 1126-1130 (2016-11-23)
Ligands are essential for controlling the reactivity and selectivity of reactions catalysed by transition metals. Access to large phosphine ligand libraries has become an essential tool for the application of metal-catalysed reactions industrially, but these existing libraries are not well

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