HCID 11642463, compound → HCID 11649294, compound

HRID 1010584Notes

Reaction equation

HRID 1010584 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]=[CH:12][N:13]([CH2:15][CH2:16][C:17]([NH:20][CH2:21][CH:22]([C:24]3[CH:25]=[C:26]([NH:30][S:31]([C:34]4[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=4)(=[O:33])=[O:32])[CH:27]=[CH:28][CH:29]=3)[OH:23])([CH3:19])[CH3:18])[CH:14]=2)=[CH:6][CH:5]=1)([O-])=O>[Pd].CO>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[N:11]=[CH:12][N:13]([CH2:15][CH2:16][C:17]([NH:20][CH2:21][CH:22]([C:24]3[CH:25]=[C:26]([NH:30][S:31]([C:34]4[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=4)(=[O:33])=[O:32])[CH:27]=[CH:28][CH:29]=3)[OH:23])([CH3:18])[CH3:19])[CH:14]=2)=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 11642463HCID 11642463, compound

Product 1

HCID 11649294HCID 11649294, compoundYield 99.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1.69 g (3.07 mmol) N-[3-(2-{3-[4-(4-nitro-phenyl)-imidazol-1-yl]-1,1-dimethyl-propylamino}-1-hydroxyethyl)-phenyl]-benzenesulphonamide, 0.10 g palladium on activated charcoal, and 30 mL methanol were shaken in an autoclave at ambient temperature under a hydrogen atmosphere of 1 bar for 3 h. The reaction mixture was filtered and the filtrate was freed from solvent using the rotary evaporator. 1.59 g (3.05 mmol, 99%) N-[3-(2-{3-[4-(4-amino-phenyl)-imidazol-1-yl]-1,1-dimethyl-propylamino}-1-hydroxyethyl)-phenyl]-benzenesulphonamide were obtained as a colourless solid.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe rotary evaporator

Sources & evidence

ORD record
ord-92ee46d25c844f5486a9d24c3ba4bdef
Source dataset
uspto-grants-2011_07
Patent number
US07977334B2

Reaction notes

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