HCID 58370311, compound → HCID 58370209, compound

HRID 2075528Notes

Reaction equation

HRID 2075528 reaction equation
[C:1]1([C:7]#[C:8][C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=[CH:11][C:10]=2[C:19]([NH:21][C:22]([CH3:27])([CH3:26])[C:23]([OH:25])=[O:24])=[O:20])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>CO.[Pd]>[CH3:27][C:22]([NH:21][C:19]([C:10]1[CH:11]=[CH:12][C:13]2[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:9]=1[CH2:8][CH2:7][C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)=[O:20])([CH3:26])[C:23]([OH:25])=[O:24]

Participants

4

Reactant 1

HCID 58370311HCID 58370311, compound

Product 1

HCID 58370209HCID 58370209, compoundYield 18.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

17 mg 2-{[1-(phenylethynyl)-naphthalene-2-carbonyl]-amino}-2-methyl-propionic acid were dissolved in 4 ml of MeOH, 19 mg 10% Pd on charcoal were added and the mixture hydrogenated at room temperature for 14 h. Filtration, RP-HPLC and freeze-drying gave 3.2 mg of 2-Methyl-2-[(1-phenethyl-naphthalene-2-carbonyl)-amino]-propionic acid (18%).

Workup

  1. filtrationFiltration, RP-HPLC
  2. customfreeze-drying

Sources & evidence

ORD record
ord-b0490f520d304ce3b4ad8f2af8529d2e
Source dataset
uspto-grants-2011_04
Patent number
US07919628B2

Reaction notes

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