HCID 24947519, compound → HCID 59728058, compound

HRID 2043339Notes

Reaction equation

HRID 2043339 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]([N:15]([CH2:19][C:20]2[NH:21][CH:22]=[N:23][CH:24]=2)[CH:16]([CH3:18])[CH3:17])[CH:12]=[CH:13][CH:14]=1)C1C=CC=CC=1>C(O)C.[Pd]>[N:23]1[CH:24]=[C:20]([CH2:19][N:15]([CH:16]([CH3:18])[CH3:17])[C:11]2[CH:10]=[C:9]([OH:8])[CH:14]=[CH:13][CH:12]=2)[NH:21][CH:22]=1

Participants

4

Reactant 1

HCID 24947519HCID 24947519, compound

Product 1

HCID 59728058HCID 59728058, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

(3-Benzyloxy-phenyl)-(3H-imidazol-4-ylmethyl)-isopropyl-amine (0.109 g, 0.34 mmol) was dissolved in ethanol (10 ml), palladium on charcoal (10 mg, 10% Pd) was added and the mixture was hydrogenated overnight at room temperature. The catalyst was filtered off and the solvent was evaporated. The residue was purified by flash chromatography (column: Isolute® Flash-NH2 from Separtis; eluent: ethyl acetate/methanol=95:5) to yield a white foam, (0.042 g, 53%); MS (ISP): 232.1 ((M+H)+.).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent was evaporated
  3. customThe residue was purified by flash chromatography (column: Isolute® Flash-NH2 from Separtis; eluent: ethyl acetate/methanol=95:5)
  4. customto yield a white foam, (0.042 g, 53%)

Sources & evidence

ORD record
ord-7e6e3a2b10374fe0adea3b4539504d65
Source dataset
uspto-grants-2013_11
Patent number
US08586617B2

Reaction notes

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