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Merck

637386

Sigma-Aldrich

6-氯-3-吡啶硼酸

≥95.0%

别名:

2-氯-5-吡啶硼酸

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About This Item

经验公式(希尔记法):
C5H5BClNO2
分子量:
157.36
MDL號碼:
分類程式碼代碼:
12352103
PubChem物質ID:
NACRES:
NA.22

化驗

≥95.0%

形狀

solid

mp

165 °C (lit.)

SMILES 字串

OB(O)c1ccc(Cl)nc1

InChI

1S/C5H5BClNO2/c7-5-2-1-4(3-8-5)6(9)10/h1-3,9-10H

InChI 密鑰

WPAPNCXMYWRTTL-UHFFFAOYSA-N

應用

6-Chloro-3-pyridinylboronic acid can be used:
  • To prepare biologically significant 3-arylcoumarins by reacting with 3-chlorocoumarin through Suzuki reaction.
  • As a substrate in the synthesis of 11-(pyridinylphenyl)steroid with progesterone agonist/antagonist profile.
  • As a substrate in the preparation of α- secondary and tertiary pyridines by the reaction of pyridotriazoles with boronic acids.
  • As a substrate in the palladium-catalyzed α-arylation of saturated cyclic amines and N-methyl amines.

其他說明

含有不定量的酸酐

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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访问文档库

Synthesis of 3-arylcoumarins via Suzuki-cross-coupling reactions of 3-chlorocoumarin
Matos MJ, et al.
Tetrahedron Letters, 52(11), 1225-1227 (2011)
11-(Pyridinylphenyl) steroids-A new class of mixed-profile progesterone agonists/antagonists
Rewinkel J, et al.
Bioorganic & Medicinal Chemistry, 16(6), 2753-2763 (2008)
Metal-Free Denitrogenative C-C Couplings of Pyridotriazoles with Boronic Acids To Afford α-Secondary and α-Tertiary Pyridines
Dong C, et al.
Organic Letters, 21(11), 4148-4152 (2019)
α-Arylation of Saturated Azacycles and N-Methylamines via Palladium (II)-catalyzed C (sp3)-H Coupling
Spangler JE, et al.
Journal of the American Chemical Society, 137(37), 11876-11879 (2015)

商品

Suzuki-Miyaura cross-coupling reaction is extensively used in organic chemistry, polymer science, and pharmaceutical industries.

相关内容

This brochure contains a comprehensive selection of boronic acids, boronic acid esters, diboron esters, and transition-metal catalysts useful for the Suzuki–Miyaura coupling reaction

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