HCID 57937481, compound → HCID 59855195, compound

HRID 1435103Notes

Reaction equation

HRID 1435103 reaction equation
[Br:1][C:2]1[CH:27]=[CH:26][C:5]2[N:6]([C:9]3[S:13][C:12]([C:14]([O:16][CH3:17])=[O:15])=[C:11]([O:18]CC4C=CC=CC=4)[CH:10]=3)[CH:7]=[N:8][C:4]=2[CH:3]=1>C(O)(C(F)(F)F)=O>[Br:1][C:2]1[CH:27]=[CH:26][C:5]2[N:6]([C:9]3[S:13][C:12]([C:14]([O:16][CH3:17])=[O:15])=[C:11]([OH:18])[CH:10]=3)[CH:7]=[N:8][C:4]=2[CH:3]=1

Participants

3

Reactant 1

HCID 57937481HCID 57937481, compound

Product 1

HCID 59855195HCID 59855195, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of methyl 5-(5-bromo-1H-benzimidazol-1-yl)-3-[(phenylmethyl)oxy]-2-thiophenecarboxylate (15 g, 3.4 mmol) in 10 ml of TFA was heated to 50° C. After 6 h, the reaction was concentrated. The residue was dissolved in MeOH and neutralized with 7N ammonia in MeOH. The slurry was diluted with ether and filtered. The solid was washed with water and air-dried to give 1.0 g of the title compound (85%).

Workup

  1. concentrationthe reaction was concentrated
  2. dissolutionThe residue was dissolved in MeOH and neutralized with 7N ammonia in MeOH
  3. additionThe slurry was diluted with ether
  4. filtrationfiltered
  5. washThe solid was washed with water
  6. customair-dried

Sources & evidence

ORD record
ord-95a9da04cf294155b5a9f99032d7f7f7
Source dataset
uspto-grants-2009_11
Patent number
US07615643B2

Reaction notes

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