6-(Hydroxymethyl)imidazo[1,2-a]pyridine Chemical Properties

Melting point:

105-107

Density 

1.26±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

13.36±0.10(Predicted)

form 

solid

color 

Beige

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

22-26-36/37/39

Hazard Note 

Irritant

HS Code 

2933599590

6-(Hydroxymethyl)imidazo[1,2-a]pyridine Usage And Synthesis

Definition

ChEBI: Imidazo[1,2-a]pyridin-6-ylmethanol is an imidazopyridine.

Synthesis

To a solution of imidazo[1,2-a]pyridine-6-carboxylic acid (4.3 g, 27 mmol) in anhydrous tetrahydrofuran (25 mL) was added slowly and dropwise borane dimethyl sulfide complex (5.8 mL, 10 N, in dimethyl sulfide, 58 mmol) at 0 °C. The reaction mixture was stirred at 0 °C for 0.5 h, then warmed up to 80 °C and kept stirring for 3 h. The reaction mixture was then stirred for 0.5 h. The reaction mixture was cooled down to 0.5 °C. Upon completion of the reaction, the mixture was cooled to 0 °C, carefully quenched with methanol (10 mL) and subsequently concentrated under reduced pressure. The crude product was purified by silica gel column chromatography with an eluent ratio of dichloromethane: methanol = 10:1 to afford imidazo[1,2-a]pyridine-6-methanol (1.0 g, 26% yield) as a white solid.LCMS analysis resulted in (ES+) m/z (M+H)+ = 149.1 and retention time tR = 0.279 min.

References

[1] Patent: WO2015/66371, 2015, A1. Location in patent: Paragraph 00530-00531

6-(Hydroxymethyl)imidazo[1,2-a]pyridine(132213-07-1)Related Product Information

• Sulfasalazine
• Tris(hydroxymethyl)nitromethane
• 1-Methylimidazole
• 4-Methylpyridine
• 2-(Hydroxymethyl)pyridine
• 2,4,6-Collidine
• 2,6-Lutidine
• Chromium picolinate
• Pyridine
• Clopidol
• Levamisole
• Azamethiphos
• Imidazo[1,2-a]pyridine-5-methanol (9CI)
• Imidazo[1,2-a]pyridine-2-acetic acid ethyl ester
• METHYL IMIDAZO[1,2-A]PYRIDINE-6-CARBOXYLATE
• Imidazo[1,2-a]pyrimidine
• Imidazo[1,2-a]pyridine-8-carboxaldehyde (9CI)
• Imidazo[1,2-a]pyridin-5-ylamine