HCID 86594135, compound → HCID 59853910, compound

HRID 2061255Notes

Reaction equation

HRID 2061255 reaction equation
C([O:5][C:6]([NH:8][C@H:9]([CH2:14][C:15]([N:17]1[CH2:22][CH2:21][C:20](=[C:23]2[C:29]3[CH:30]=CC=C[C:28]=3[CH:27]=[CH:26][C:25]3[CH:34]=[CH:35][CH:36]=[CH:37][C:24]2=3)[CH2:19][CH2:18]1)=[O:16])[C:10](OC)=[O:11])=O)(C)(C)C>C(O)C.[H][H].[C].[Pd]>[CH:10]1[C:28]2[CH2:27][CH2:26][C:25]3[CH:34]=[CH:35][CH:36]=[CH:37][C:24]=3[C:23](=[C:20]3[CH2:19][CH2:18][N:17]([C:15](=[O:16])[CH2:14][C@@H:9]([NH:8][C:6](=[O:5])[C:20]([CH3:23])([CH3:21])[CH3:19])[CH2:10][OH:11])[CH2:22][CH2:21]3)[C:29]=2[CH:30]=[CH:14][CH:9]=1

Participants

5

Reactant 1

HCID 86594135HCID 86594135, compound

Product 1

HCID 59853910HCID 59853910, compound

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

745 mg (1.48 mmol) of methyl (R)-2-[(t-butoxycarbonyl)amino]-4-[4-(5H-dibenzo[a,d][7]annulen-5-ylidene)-1-piperidinyl]-4-oxobutanoate was dissolved in 70 ml of ethanol. 1.49 g of palladium carbon (10% w/v) was added to the obtained solution, and they were stirred at room temperature in hydrogen gas atmosphere under 4.4 atm. for 3.5 hours. The catalyst was filtered out, and the filtrate was concentrated under reduced pressure. The intended product was obtained from the resultant residue in the same manner as that in steps 3 and 4 in Example 50.

Workup

  1. filtrationThe catalyst was filtered out
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-d0e29dcd041342739bb31428956fa415
Source dataset
uspto-grants-2012_10
Patent number
US08278329B2

Reaction notes

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