HCID 66700772, compound → HCID 59505747, compound

HRID 1253732Notes

Reaction equation

HRID 1253732 reaction equation
C([CH:8]1[C:12]2([CH2:17][CH2:16][C:15]([C:18]3[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=3)=[CH:14][CH2:13]2)[CH2:11][CH2:10][NH:9]1)C1C=CC=CC=1>CO.[OH-].[OH-].[Pd+2]>[N:21]1[CH:20]=[CH:19][C:18]([CH:15]2[CH2:16][CH2:17][C:12]3([CH2:8][NH:9][CH2:10][CH2:11]3)[CH2:13][CH2:14]2)=[CH:23][CH:22]=1

Participants

4

Reactant 1

HCID 66700772HCID 66700772, compound

Product 1

HCID 59505747HCID 59505747, compoundYield 80%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A solution of benzyl-8-(pyridin-4-yl)-2-azaspiro[4.5]dec-7-ene (300 mg, 0.987 mmol, 1.0 eq.) in MeOH (10 ml) was degassed with argon for 15 min followed by addition of Pd(OH)2 (150 mg). The reaction mixture was stirred under H2 balloon pressure for 4 h. After completion of the reaction (monitored by LCMS), the reaction mixture was filtered through celite and the filtrate was concentrated under reduced pressure to yield the desired compound as an off-white solid which was used in the next step without further purification. Yield: 80% (170 mg, 0.787 mmol).

Workup

  1. customAfter completion of the reaction (monitored by LCMS)
  2. filtrationthe reaction mixture was filtered through celite
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-5722e37081914232ae317178b87d940a
Source dataset
uspto-grants-2013_06
Patent number
US08455475B2

Reaction notes

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