| Identification | Back Directory | [Name]
6-(Hydroxymethyl)imidazo[1,2-a]pyridine | [CAS]
132213-07-1 | [Synonyms]
IMidazo[1,2-a]pyridine-6-Methanol
IMIDAZO[1,2-A]PYRIDIN-6-YLMETHANOL
IMidazo(1,2-a)pyridine-6-ylMethanol
(H-iMidazo[1,2-a]pyridin-6-yl)Methanol
6-(Hydroxymethyl)imidazo[1,2-a]pyridine
6-(Hydroxymethyl)imidazo[1,2-a]pyridine97%
6-(Hydroxymethyl)imidazo[1,2-a]pyridine 97% | [Molecular Formula]
C8H8N2O | [MDL Number]
MFCD07368521 | [MOL File]
132213-07-1.mol | [Molecular Weight]
148.16 |
| Chemical Properties | Back Directory | [Melting point ]
105-107 | [density ]
1.26±0.1 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
solid | [pka]
13.36±0.10(Predicted) | [color ]
Beige |
| Hazard Information | Back Directory | [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 |
|
|