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900757

Sigma-Aldrich

Sodium pyridine-2-sulfinate

Synonym(s):

2-Pyridinesulfinic acid, Sodium salt, Willis 2-pyridylsulfinates H

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About This Item

Empirical Formula (Hill Notation):
C5H4NNaO2S
CAS Number:
24367-66-6
Molecular Weight:
165.15
UNSPSC Code:
12352101
NACRES:
NA.22

form

powder or crystals

Quality Level

100

reaction suitability

reaction type: C-C Bond Formation

mp

292 °C

InChI

1S/C5H5NO2S.Na/c7-9(8)5-3-1-2-4-6-5;/h1-4H,(H,7,8);/q;+1/p-1

InChI key

HQCGASCBCQJRDJ-UHFFFAOYSA-M

Application

This 2-pyridylsulfinate enables Suzuki-Miyaura cross coupling with aryl halides to access diverse pyridine derivatives as reported by the laboratory of Michael Willis.. No longer impeded by unstable 2-pyridyl boronates, the sulfinate alternatives provide Pd-catalyzed coupling routes to therapeutically valuable pyridine rings.

Other Notes

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Articles

Willis Pyridinates for Palladium-Catalyzed Cross-Coupling Reactions

Description: Professor Willis and partners at Pfizer have shown with pyridine-2- sulfinates a palladium-catalyzed desulfinylative cross-coupling process can be realized.

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Willis Group – Professor Product Portal

Research in the Willis group is focused on the development of new catalysts and reactions for synthetic chemistry. The group is particularly interested in addressing synthetic challenges that are applicable to the pharmaceutical and agrochemical industries.

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