5-bromopyrazolo[1,5-a]pyridine-3-carbaldehyde synthesis

4synthesis methods

Product Name:5-bromopyrazolo[1,5-a]pyridine-3-carbaldehyde
CAS Number:1101120-53-9
Molecular formula:C8H5BrN2O
Molecular Weight:225.04

1060812-84-1
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(Chloromethyl)dimethylamine hydrochloride

149409-22-3
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5-bromopyrazolo[1,5-a]pyridine-3-carbaldehyde

1101120-53-9
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Yield:1101120-53-9 100%

Reaction Conditions:

in dichloromethane at 44;

Steps:

3.2 5-bromopyrazolo[1,5-a]pyridine-3-carbaldehyde

To a solution of 5-bromopyrazolo[1,5-a]pyridine (175 mg, 0.89 mmol) in DCM (6 mL) was added (chloromethylene)dimethyliminium chloride (632 mg, 3.56 mmol). The reaction was stirred at 44° C. overnight, and concentrated in vacuo. The residue was dissolved in saturated NaHCO₃aqueous solution (25 mL) and the resulted mixture was then extracted with EtOAc (25 mL×3). The combined organic phases were dried over anhydrous Na₂SO₄and concentrated in vacuo to give the title compound as a light yellow solid (225 mg, 100%). [0332] MS (ESI, pos. ion) m/z: 225.0 [M+H]⁺.

References:

US2014/234254,2014,A1 Location in patent:Paragraph 0331; 0332

885276-93-7 Synthesis

5-BROMO-PYRAZOLO[1,5-A]PYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER

885276-93-7
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1101120-53-9
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References

ethyl 5-((tert-butoxycarbonyl)aMino)pyrazolo[1,5-a]pyridine-3-carboxylate

1101120-33-5
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1101120-53-9
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References

98400-69-2 Synthesis

98400-69-2
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1101120-53-9
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References