HCID 21876061, compound → HCID 21876466, compound

HRID 858548Notes

Reaction equation

HRID 858548 reaction equation
[C:1]([O:4][CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([N:13]2[C:17]3[CH:18]=[C:19]([Cl:26])[C:20]([C:22]([F:25])([F:24])[F:23])=[CH:21][C:16]=3[N:15]=[C:14]2[C:27]([N:30]=[N+]=[N-])([CH3:29])[CH3:28])=[CH:9][CH:8]=1)(=[O:3])[CH3:2]>[Pd].CC([O-])=O.CC([O-])=O.[Pb+2].CO>[C:1]([O:4][CH2:5][CH2:6][C:7]1[CH:8]=[CH:9][C:10]([N:13]2[C:17]3[CH:18]=[C:19]([Cl:26])[C:20]([C:22]([F:24])([F:25])[F:23])=[CH:21][C:16]=3[N:15]=[C:14]2[C:27]([NH2:30])([CH3:29])[CH3:28])=[CH:11][CH:12]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 21876061HCID 21876061, compound

Product 1

HCID 21876466HCID 21876466, compoundYield 98.2%

Reagents, catalysts & solvents 2

HCID 131709914Lindlars catalystCatalystHCID 887MethanolSolvent

Procedure

A mixture of 2-{4-[2-(1-azido-1-methylethyl)-6-chloro-5-(trifluoromethyl)-1H-benzimidazol-1-yl]phenyl}ethyl acetate (step 2, 133 mg, 0.28 mmol) and Lindlar catalyst (13 mg) in methanol (5 ml) was stirred under H2 atmosphere at room temperature for 2.5 h. The catalyst was removed by filtration through a pad of celite and the filtrates were concentrated to give the title compound as yellow oil (121 mg, 98%).

Workup

  1. customThe catalyst was removed by filtration through a pad of celite
  2. concentrationthe filtrates were concentrated

Sources & evidence

ORD record
ord-8b94c676c3524dd0b5a29f39ff6223f5
Source dataset
uspto-grants-2006_12
Patent number
US07148234B2

Reaction notes

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