HCID 69678119, compound → HCID 69677800, compound

HRID 1072066Notes

Reaction equation

HRID 1072066 reaction equation
C([O:8][C:9]1[CH:14]=[C:13]([F:15])[CH:12]=[CH:11][C:10]=1[CH2:16][CH2:17][C@@H:18]([N:22]1[CH:26]=[C:25]([C:27]([NH2:29])=[O:28])[N:24]=[CH:23]1)[C@@H:19]([OH:21])[CH3:20])C1C=CC=CC=1>CCOC(C)=O.CCO.[Pd]>[OH:8][C:9]1[CH:14]=[C:13]([F:15])[CH:12]=[CH:11][C:10]=1[CH2:16][CH2:17][C@@H:18]([N:22]1[CH:26]=[C:25]([C:27]([NH2:29])=[O:28])[N:24]=[CH:23]1)[C@@H:19]([OH:21])[CH3:20]

Participants

5

Reactant 1

HCID 69678119HCID 69678119, compound

Product 1

HCID 69677800HCID 69677800, compoundYield 105.9%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 1-[(2S,3R)-5-(2-benzyloxy-4-fluorophenyl)-2-hydroxy-3-pentyl]imidazole-4-carboxamide (0.16 g) and 10% Pd—C (32 mg) in EtOAc (2 ml) and EtOH (2 ml) was stirred under hydrogen atmosphere at room temperature for 3 hr. Pd—C was removed by filtration and the filtrate was evaporated to give an off-white powder of 1-[(2S,3R)-5-(2-hydroxy-4-fluorophenyl)-2-hydroxy-3-pentyl]imidazole-4-carboxamide (62) (131 mg, 99%).

Workup

  1. customPd—C was removed by filtration
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-c53025626bb54345bd9fbe1e63d5c187
Source dataset
uspto-grants-2005_06
Patent number
US06908940B2

Reaction notes

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