Imidazo[1,2-a]pyridine-6-boronic acid

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Imidazo[1,2-a]pyridine-6-boronic acid manufacturers

Imidazo[1,2-a]pyridine-6-boronic acid Basic information
Product Name:Imidazo[1,2-a]pyridine-6-boronic acid
Synonyms:Imidazo[1,2-a]pyridine-6-boronic acid;Imidazo[1,2-a]pyridin-6-boronic acid;9-azo-indole-5-bronic acid;6-Boronoimidazo[1,2-a]pyridine;IMIDAZO[1,2-A]PYRIDINE-6-BORONIC ACID 98;9-AZO-INDOLE-5-BORIC ACID;3a-Azaindole-5-boricacid;Imidazo[1,2-a]pyridine-6-boronic acid 98%
CAS:913835-63-9
MF:C7H7BN2O2
MW:161.95
EINECS:
Product Categories:Imidazo[x,x-y]pyridine;Organoborons;blocks;BoronicAcids;Heterocycles
Mol File:913835-63-9.mol
Imidazo[1,2-a]pyridine-6-boronic acid Structure
Imidazo[1,2-a]pyridine-6-boronic acid Chemical Properties
Melting point 115-117
density 1.31±0.1 g/cm3(Predicted)
storage temp. Inert atmosphere,Store in freezer, under -20°C
pka7.99±0.43(Predicted)
form powder
color Pale Cream
InChIInChI=1S/C7H7BN2O2/c11-8(12)6-1-2-7-9-3-4-10(7)5-6/h1-5,11-12H
InChIKeyIPJIKGJKMCILGV-UHFFFAOYSA-N
SMILESB(C1=CN2C=CN=C2C=C1)(O)O
CAS DataBase Reference913835-63-9
Safety Information
Hazard Codes Xi
Hazard Note Irritant/Keep Cold
HS Code 2934100090
MSDS Information
Imidazo[1,2-a]pyridine-6-boronic acid Usage And Synthesis
UsesImidazo[1,2-a]pyridine-6-boronic acid is a useful intermediate for organic synthesis and other pharmaceutical processes.
Synthesis
6-Bromoimidazo[1,2-a]pyridine

6188-23-4

Bis(pinacolato)diboron

73183-34-3

Imidazo[1,2-a]pyridine-6-boronic acid

913835-63-9

Tricyclohexylphosphine (2.85 g, 0.010 mol), tris(dibenzylideneacetone)dipalladium (4.65 g, 0.005 mol), and 25.0% of the total amount of the reaction flask were added to the reaction flask under argon protection using 6-bromoimidazo[1,2-a]pyridine (20.0 g, 0.102 mol) and pinacol bis(dibenzylideneacetone) (38.7 g, 0.152 mol) as the starting material. sodium acetate. Subsequently, 1,4-dioxane (200 mL) was added as a solvent and the reaction mixture was heated to 115-120°C and stirred for 24 hours. After the reaction was completed, it was cooled to room temperature and diluted with purified water (200 mL). The reaction mixture was extracted with ethyl acetate (200 mL x 2), the organic phases were combined and dried with anhydrous magnesium sulfate. The solvent was removed by concentration under reduced pressure to give a reddish brown solid. The solid was dissolved in tert-butyl methyl ether (30 mL) and stirred at room temperature for 2 hours. The light yellow solid was collected by filtration to give imidazo[1,2-a]pyridine-6-boronic acid (11.8 g, 72.0% yield).

References[1] Patent: CN106349246, 2017, A. Location in patent: Paragraph 0023; 0026; 27
Imidazo[1,2-a]pyridine-6-boronic acid Preparation Products And Raw materials
Raw materials6-Bromoimidazo[1,2-a]pyridine-->Bis(pinacolato)diboron-->1,4-Dioxane-->Sodium acetate-->Tris(dibenzylideneacetone)dipalladium-->Tricyclohexyl phosphine
Tag:Imidazo[1,2-a]pyridine-6-boronic acid(913835-63-9) Related Product Information
Pyridine Folic acid Ethyl 2-(Chlorosulfonyl)acetate Indole-3-butyric acid Boric acid Indometacin Indole-3-acetic acid Imidazo[1,2-a]pyridine-6-boronic acic pinacol ester Imidazo[1,5-a]pyridine-1-carboxaldehyde (9CI) Glycine Dimethyl 4,5-imidazoledicarboxylate ETHYL IMIDAZO[1,2-A]PYRIDINE-7-CARBOXYLATE 98 Imidazo[1,2-a]pyridin-5-ylamine Imidazo[1,2-a]pyridine-7-carboxylic acid (9CI) Ethyl Imidazo[1,2-a]pyridine-3-carboxylate IMIDAZO[1,5-A]PYRIDINE-1-CARBOXYLIC ACID ETHYL ESTER Ethyl imidazo[1,2-a]pyrazine-2-carboxylate Methyl imidazo[1,2-a]pyridine-6-carboxylate