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908886

N-Cyano-4-methoxy-picolinimidamide

≥95%, powder or crystals

Synonym(s):

Weix ligand

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About This Item

Empirical Formula (Hill Notation):
C8H8N4O
CAS Number:
1988789-96-3
Molecular Weight:
176.18
MDL number:
MFCD32173815
UNSPSC Code:
12352111
NACRES:
NA.22
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Product Name

N-Cyano-4-methoxy-picolinimidamide, ≥95%

assay

≥95%

form

powder or crystals

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

mp

220-225 °C

SMILES string

N(C(=N)c1nccc(c1)OC)C#N

InChI

1S/C8H8N4O/c1-13-6-2-3-11-7(4-6)8(10)12-5-9/h2-4H,1H3,(H2,10,12)

InChI key

LEWHOCRDELQPCV-UHFFFAOYSA-N

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

New ligands for nickel catalysis from diverse pharmaceutical heterocycle libraries

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT8895

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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