HCID 11851001, compound → HCID 54000670, compound

HRID 2299908Notes

Reaction equation

HRID 2299908 reaction equation
[C:1]([O:5][C:6](=[O:22])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]#[C:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:10][CH:9]=1)([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6](=[O:22])[NH:7][C:8]1[CH:9]=[CH:10][C:11]([CH2:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:12][CH:13]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 11851001HCID 11851001, compound

Product 1

HCID 54000670HCID 54000670, compoundYield 93.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

(4-Phenylethynyl-phenyl)-carbamic acid tert-butyl ester (Ih, 0.95 g, 3.24 mmol) was dissolved in MeOH (50 mL), treated with 20% Pd/C (0.1 g), and shaken under H2 (50 psi) for 22 hours. The reaction was filtered and concentrated to give 0.90 g (93%) of the desired product.

Workup

  1. filtrationThe reaction was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-b5481420f0ed4f3f907b4c1b3a6cc789
Source dataset
uspto-grants-2002_12
Patent number
US06495715B2

Reaction notes

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