HCID 22349332, compound → HCID 22349371, compound

HRID 896314Notes

Reaction equation

HRID 896314 reaction equation
C([N:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]([CH2:13][C:14]2[N:18]([CH2:19][CH2:20][CH:21]([CH3:23])[CH3:22])[C:17]3[CH:24]=[CH:25][C:26]([C:28]([NH2:30])=[NH:29])=[CH:27][C:16]=3[N:15]=2)[C:5]1=[O:31])(C)=C>C(O)(C(F)(F)F)=O.C(Cl)Cl>[CH3:22][CH:21]([CH3:23])[CH2:20][CH2:19][N:18]1[C:17]2[CH:24]=[CH:25][C:26]([C:28]([NH2:30])=[NH:29])=[CH:27][C:16]=2[N:15]=[C:14]1[CH2:13][N:6]1[C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[NH:4][C:5]1=[O:31]

Participants

3

Reactant 1

HCID 22349332HCID 22349332, compound

Product 1

HCID 22349371HCID 22349371, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

2-(3-Isopropenyl-2-oxo-2,3-dihydro-benzoimidazol-1-ylmethyl)-1-(3-methyl-butyl)-1H-benzoimidazole-5-carboxamidine (20 mg, 0.05 mmol) was dissolved in 30% TFA/CH2Cl2 and stirred at reflux for 1 h. The solvent was removed and the residues triturated with ether to give 18 mg (99%) of 1-(3-methyl-butyl)-2-(2-oxo-2,3-dihydro-benzoimidazol-1-ylmethyl)-1H-benzoimidazole-5-carboxamidine as a white solid as the TFA salt.

Workup

  1. temperatureat reflux for 1 h
  2. customThe solvent was removed
  3. customthe residues triturated with ether

Sources & evidence

ORD record
ord-2f30c623f7934d52a3392ce6af17fd41
Source dataset
uspto-grants-2005_07
Patent number
US06919331B2

Reaction notes

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