1'-Benzyl-5H-spiro[furo[3,4-b]pyridine-7,4'-piperidine] → 5H-Spiro[furo[3,4-b]pyridine-7,4'-piperidine]

HRID 1663337Notes

Reaction equation

HRID 1663337 reaction equation
C([N:8]1[CH2:13][CH2:12][C:11]2([C:17]3=[N:18][CH:19]=[CH:20][CH:21]=[C:16]3[CH2:15][O:14]2)[CH2:10][CH2:9]1)C1C=CC=CC=1>C(O)C.[Pd]>[NH:8]1[CH2:9][CH2:10][C:11]2([C:17]3=[N:18][CH:19]=[CH:20][CH:21]=[C:16]3[CH2:15][O:14]2)[CH2:12][CH2:13]1

Participants

4

Reactant 1

HCID 597568191'-Benzyl-5H-spiro[furo[3,4-b]pyridine-7,4'-piperidine]

Product 1

HCID 597568245H-Spiro[furo[3,4-b]pyridine-7,4'-piperidine]Yield 91%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 0.39 g (1.4 mmol) 1′-benzyl-5H-spiro[furo[3,4-b]pyridine-7,4′-piperidine] in 14 ml ethanol was purged with argon prior to adding 0.15 g (10 mol %) palladium on activated charcoal. The flask was evacuated, refilled with hydrogen gas and stirred at room temperature under an atmosphere of hydrogen for 16 h. The catalyst was filtered off and washed with ethanol. The filtrate was concentrated to dryness to give the title compound (0.24 g, 91%) as an amorphous solid.

Workup

  1. customThe flask was evacuated
  2. additionrefilled with hydrogen gas
  3. filtrationThe catalyst was filtered off
  4. washwashed with ethanol
  5. concentrationThe filtrate was concentrated to dryness

Sources & evidence

ORD record
ord-ebcabceb1ccd42958554a98d213b2cfc
Source dataset
uspto-grants-2011_10
Patent number
US08034937B2

Reaction notes

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