ethyl 7-hydroxyimidazo[1,2-a]pyridine-3-carboxylate synthesis
- Product Name:ethyl 7-hydroxyimidazo[1,2-a]pyridine-3-carboxylate
- CAS Number:1383474-84-7
- Molecular formula:C10H10N2O3
- Molecular Weight:206.2
Yield:1383474-84-7 63%
Reaction Conditions:
in ethanol at 60;Inert atmosphere;
Steps:
Intermediate 16A, Preparation of ethyl 7-hydroxyimidazo[1,2-a]pyridine-3-carboxylate
To a suspension of2-aminopyridin-4oi (1.00g. 9.08 mmoi) in EtOH (10 mL) at a was added E)ethyl 2chloro3hydroxyacryiate (2.05 g, 13.62 mrnol) dropwise. The reaction was stirred under N2 at 60 °C overnight. The solvent was removed. The crude product was purified by flash chromatography (0% to 15% MeOFI/DCM gradient) to obtain ethyl 7-hydroxyimidazo[1,2ajpyridine.-3-carboxylate (1.18 g, 63 % yield), as a light brownsolid. ‘H NMR (400MHz, Methanol-d4) d ppm 9.37 (dd, J=7.7, 0.4 Hz. 1Ff). 8.50 (s. 11-f), 723 7.13 (n, 2H), 4.50 (q.J=7.1 Hz, 2H), 1.45 (t, J:::7.0 Hz, 3H). MS (ESI) m/z: 207.0 (MH)
References:
WO2017/123860,2017,A1 Location in patent:Page/Page column 170; 171
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