HCID 58288519, compound → HCID 58288541, compound

HRID 1969082Notes

Reaction equation

HRID 1969082 reaction equation
[CH2:1]([O:3][C:4](=[O:37])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-])=O)=[CH:15][C:14]=2[CH2:22][N:23]([C:33]([O:35][CH3:36])=[O:34])[C@@H:24]([CH3:32])[CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:7]=1)[CH3:2]>[Pd].CCO>[CH2:1]([O:3][C:4](=[O:37])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][C:13]2[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][C:14]=2[CH2:22][N:23]([C:33]([O:35][CH3:36])=[O:34])[C@@H:24]([CH3:32])[CH2:25][C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH:7]=1)[CH3:2]

Participants

4

Reactant 1

HCID 58288519HCID 58288519, compound

Product 1

HCID 58288541HCID 58288541, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

[3-(2-{[Methoxycarbonyl-((S)-1-methyl-2-phenyl-ethyl)-amino]-methyl}-4-nitro-phenoxy)-phenyl]-acetic acid ethyl ester (0.174 g, 0.34 mmol) and palladium on carbon (10%; 0.060 g) were combined in EtOH (20 mL) and stirred under H2 in a Parr apparatus overnight at room temperature. Once no starting material was seen by analytical LCMS, the mixture was filtered through Celite, and the filter cake was washed with EtOH. The filtrate was concentrated to give the title compound.

Workup

  1. filtrationthe mixture was filtered through Celite
  2. washthe filter cake was washed with EtOH
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-d18c162e7c8645ee8f4f204dc1c4e607
Source dataset
uspto-grants-2013_04
Patent number
US08426449B2

Reaction notes

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