methyl 5-methoxyH-pyrazolo[1,5-a]pyridine-3-carboxylate synthesis
- Product Name:methyl 5-methoxyH-pyrazolo[1,5-a]pyridine-3-carboxylate
- CAS Number:99446-31-8
- Molecular formula:C10H10N2O3
- Molecular Weight:206.2
Yield:99446-31-8 31%
Reaction Conditions:
with potassium carbonate in N,N-dimethyl-formamide at 20; for 4 h;Inert atmosphere;
Steps:
8.2 Step 2. 5-Methoxy-pyrazolo[1,5-a]pyridine-3-carboxylic acid methyl ester
A mixture of 1 -amino-4-methoxypyridinium iodide (6 g, 23 80 mmol, 1.00 equiv), potassium carbonate (5 g, 36.1 8 mmol, 1 .50 equiv), and methyl propiolate (2 g, 23.79 mmol, 1 .00 equiv) in DMF (50 mL) was stirred under nitrogen for 4 h at rt. After the reaction completed, the mixture was concentrated under vacuum The residue was dissolved in 1 50 mL of dichloromethane and then washed with 1 x20 mL of saturated aqueous sodium bicarbonate solution. The organic layer was concentrated under vacuum and the residue was purified on a silica gel column eluted with ethyl acetate/hexane (1 :3) to give 1 .5 g (31 %) of title product as a solid. LC/MS (Method D, ESI): RT= 1 .30 min, ni z = 207.0 [M+H] .
References:
WO2013/127266,2013,A1 Location in patent:Page/Page column 137; 138
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