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ChemicalBook CAS DataBase List 6,7-DIHYDRO-5H-CYCLOPENTA[B]PYRIDIN-2-OL
88499-85-8

6,7-DIHYDRO-5H-CYCLOPENTA[B]PYRIDIN-2-OL synthesis

7synthesis methods
-

Yield: 64%

Reaction Conditions:

with hydrogenchloride in water at 110; for 18 h;

Steps:

2 Step 2.
A solution of ethyl l-(3-amino-3-oxoprop-l-enyl)-2- oxocyclopentanecarboxylate (39 g, 173.33 mmol) in cone. HC1 (390 mL) was stirred in a sealed tube at 110 °C for 18 h. The solvent was removed and aq. NaHC03 solution was added to adjust pH to 8-9 at 0 °C. The resulting solid was filtered and washed with Et20 (2 x 100 mL) to afford 6,7-dihydro- l//-cyclopenta[h]pyridin-2(57 )-one (15 g, 64% yield) as an off white solid. MS (LCMS) 135.9 [M+H]+.

References:

ZENO ROYALTIES & MILESTONES, LLC;HUANG, Peter, Qinhua;BUNKER, Kevin, Duane;BOREN, Brant, Clayton;HEGDE, Sayee, Gajanan;LIU, Hui;UNNI, Aditya, Krishnan;ABRAHAM, Sunny;HOPKINS, Chad, Daniel;PALIWAL, Sunil WO2019/173082, 2019, A1 Location in patent:Paragraph 0156