ALD00610
2-(4-Chloro-6-methoxy-1,3,5-triazin-2-yl)benzonitrile
≥95%
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About This Item
Empirical Formula (Hill Notation):
C11H7ClN4O
CAS Number:
Molecular Weight:
246.65
MDL number:
UNSPSC Code:
12352101
NACRES:
NA.22
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.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Regulatory Information
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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 program focuses on efficient C–H bond activation for drug synthesis, using simple starting materials.
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