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ChemicalBook CAS DataBase List 5H-spiro[furo[3,4-b]pyridine-7,4'-piperidin]-5-one
762235-37-0

5H-spiro[furo[3,4-b]pyridine-7,4'-piperidin]-5-one synthesis

2synthesis methods
1187829-86-2 Synthesis
TERT-BUTYL 5-OXO-5H-SPIRO[FURO[3,4-B]PYRIDINE-7,4-PIPERIDINE]-1-CARBOXYLATE

1187829-86-2
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5H-spiro[furo[3,4-b]pyridine-7,4'-piperidin]-5-one

762235-37-0
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Yield:762235-37-0 18.8 mg

Reaction Conditions:

with trifluoroacetic acid in dichloromethane at 0; for 2 h;

Steps:

31.5 Step 5

After a solution of the 1’-tert-butyloxycarbonyl-5-oxo-5H-spiro[furo[3,4-b]pyridine -7,4’-piperidine] (38.9 mg) in methylene chloride (1 mL) was cooled to 0C, trifluoroacetic acid (1 mL) was added thereto, and the mixture was stirred at 0C for 2 hours. The reaction mixture was concentrated under reduced pressure, and was purified by silica gel thin layer chromatography (chloroform/methanol = 20/1) to obtain the title compound (18.8 mg) . 1H-NMR (400MHz,CDCl3) δ: 1.59-1.78(m,4H),2.26(ddd,J=13.9,11.1,5.8Hz,2H),3.10-3.25(m, 4H),7.47(dd,J=7.7,4.9Hz,1H),8.19(dd,J=7.7,1.6Hz,1H),8.85(dd ,J=4.9,1.6Hz,1H). MS (ESI)m/z:205[M+H]+.

References:

EP3480198,2019,A1 Location in patent:Paragraph 0228; 0233