HCID 69829492, compound → HCID 55287324, compound

HRID 2084364Notes

Reaction equation

HRID 2084364 reaction equation
C([O:8][CH2:9][C@@H:10]([OH:17])[CH2:11][C:12]1[NH:13][CH:14]=[CH:15][N:16]=1)C1C=CC=CC=1.[H][H]>C(O)C.[C].[Pd]>[NH:13]1[CH:14]=[CH:15][N:16]=[C:12]1[CH2:11][C@H:10]([OH:17])[CH2:9][OH:8]

Participants

5

Reactant 2

HCID 69829492HCID 69829492, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 55287324HCID 55287324, compoundYield 89.5%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

(2S)-1-(benzyloxy)-3-(1H-imidazol-2-yl)-2-propanol (1.725 g) was dissolved in ethanol (30 ml); 10% palladium carbon (1.04 g) was added, followed by vigorous stirring in a hydrogen atmosphere at 60° C. and 5 atm for 24 hours. The catalyst was filtered off and the solvent was distilled off; the residue was purified by silica gel flush column chromatography to yield the titled compound (0.945 g).

Workup

  1. filtrationThe catalyst was filtered off
  2. distillationthe solvent was distilled off
  3. customthe residue was purified by silica gel
  4. customflush column chromatography

Sources & evidence

ORD record
ord-4d27a46eaff24cb889e0e2efe6dc8f48
Source dataset
uspto-grants-2004_04
Patent number
US06716863B2

Reaction notes

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