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902063

Sigma-Aldrich

(2Z,6Z)-N′2,N′6-Dicyanopyridine-2,6-bis(carboximidamide)

Synonym(s):

Weix 2-pyridyl-N-cyanocarboxamidine ligand for nickel catalysis

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About This Item

Empirical Formula (Hill Notation):
C9H7N7
CAS Number:
2105938-35-8
Molecular Weight:
213.20
MDL number:
MFCD31731629
UNSPSC Code:
12352111
NACRES:
NA.22
Pricing and availability is not currently available.

form

powder or crystals

reaction suitability

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

mp

>300 °C

SMILES string

NC(=NC#N)c1nc(ccc1)C(=NC#N)N

InChI

1S/C9H7N7/c10-4-14-8(12)6-2-1-3-7(16-6)9(13)15-5-11/h1-3H,(H2,12,14)(H2,13,15)

InChI key

NFCPGRIKBAMXHQ-UHFFFAOYSA-N

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4-Amino-6-chloro-1,3-benzenedisulfonamide 98%

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Aurintricarboxylic Acid A cell-permeable polyanionic, polyaromatic compound used as a powerful inhibitor of cellular processes that are dependent on the formation of protein-nucleic acid complexes.

189400

Aurintricarboxylic Acid

assay

98%

assay

-

assay

98%

assay

≥85% (titration)

Quality Level

100

Quality Level

-

Quality Level

100

Quality Level

100

mp

88-90 °C (lit.)

mp

88-90 °C (lit.)

mp

257-261 °C (lit.)

mp

-

functional group

amine

functional group

-

functional group

chloro

functional group

-

Gene Information

human ... CA2(760), MMP3(4314)

Gene Information

-

Gene Information

human ... CA1(759), CA2(760), CA5A(763), CA5B(11238), CA9(768)

Gene Information

-

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

related product

Product No.
Description
Pricing

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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    Certificates of Analysis (COA)

    Lot/Batch Number
    MKCN2012

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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

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