ChemicalBook CAS DataBase List 4,5-DIHYDRO-4-OXOFURO[3,2-C]PYRIDINE

4,5-DIHYDRO-4-OXOFURO[3,2-C]PYRIDINE synthesis

7synthesis methods

Product Name:4,5-DIHYDRO-4-OXOFURO[3,2-C]PYRIDINE
CAS Number:26956-43-4
Molecular formula:C7H5NO2
Molecular Weight:135.12

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26956-43-4
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Yield:26956-43-4 80%

Reaction Conditions:

with iodine in 1,2-dichloro-benzene at 180; for 2 h;

Steps:

3
Reference Example 3 furo[3,2-c]pyridin-4(5H)-one; [Show Image] (2E)-3-(2-Furyl)acryloyl azide (150 g, 920 mmol) was added to toluene (800 mL) heated to 100°C, and the mixture was stirred for 30 min. The solvent was evaporated under reduced pressure. The residue was dissolved in orthodichlorobenzene (800 mL), and iodine (1 g) was added. The mixture was stirred at 180°C for 2 hr, and the solvent was evaporated under reduced pressure. The residue was dissolved in methanol, the precipitate was filtered off, and the filtrate was concentrated under reduced pressure. The residue was washed with diisopropyl ether to give the title compound (100 g, yield 80%). ¹H-NMR (DMSO-d₆) δ: (1H, dd, J =7.1, 1.0 Hz), 6.92 (1H, dd, J = 1.9, 1.0 Hz), 7.29 (1H, d, J= 7.1 Hz), 7.86 (1H, d, J = 1.9 Hz), 11.42 (1H, brs).

References:

Takeda Pharmaceutical Company Limited EP2100895, 2009, A1 Location in patent:Page/Page column 44

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