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ALD00610

Sigma-Aldrich

2-(4-Chloro-6-methoxy-1,3,5-triazin-2-yl)benzonitrile

≥95%

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250 MG
$104.41

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250 MG
$104.41

About This Item

Empirical Formula (Hill Notation):
C11H7ClN4O
CAS Number:
2281899-12-3
Molecular Weight:
246.65
MDL number:
MFCD32672303
UNSPSC Code:
12352101
NACRES:
NA.22

$104.41

List Price$131.00Save 20%
Web-Only Promotion

Available to ship onApril 28, 2025Details

Request a Bulk Order

assay

≥95%

form

powder

reaction suitability

reaction type: C-C Bond Formation
reagent type: catalyst
reaction type: C-H Activation

mp

156-159 °C

storage temp.

−20°C

SMILES string

Clc1nc(nc(n1)c2c(cccc2)C#N)OC

InChI key

IGHRYADFCQIVJY-UHFFFAOYSA-N

Application

2-(4-Chloro-6-methoxy-1,3,5-triazin-2-yl)benzonitrile is a bifunctional C-H activation template developed in the Yu lab for the conversion of phenols to 1,3-disubstituted arenes. The template is used for a one-pot Pd-catalyzed meta-selective C-H olefination of phenols followed by a nickel-catalyzed ipso-C-O activation and arylation.

Other Notes

Sequential Functionalization of meta-C-H and ipso-C-O Bonds of Phenols

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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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Jiancong Xu et al.
Journal of the American Chemical Society, 141(5), 1903-1907 (2019-01-23)
The use of a template as a linchpin motif in directed remote C-H functionalization is a versatile yet relatively underexplored strategy. We have developed a template-directed approach to realizing one-pot sequential palladium-catalyzed meta-selective C-H olefination of phenols, and nickel-catalyzed ipso-C-O

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Yu Group – Prof. Product Portal

Yu program focuses on efficient C–H bond activation for drug synthesis, using simple starting materials.

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