Trifluoroacetic acid → HCID 178483309, compound

HRID 220252

Reaction equation

HRID 220252 reaction equation
C(O[C:6](=O)[N:7]([CH2:9][CH2:10][C:11]1[NH:15][C:14]2[C:16]([O:20][CH3:21])=[CH:17][CH:18]=[CH:19][C:13]=2[N:12]=1)C)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:21][O:20][C:16]1[C:14]2[NH:15][C:11]([CH2:10][CH2:9][NH:7][CH3:6])=[N:12][C:13]=2[CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178488952HCID 178488952, compound

Product 1

HCID 178483309HCID 178483309, compoundYield 37.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 1.5 g of [2-(7-methoxy-1H-benzoimidazol-2-yl)-ethyl]-methyl-carbamic acid tert.-butyl ester in 10 mL DCM was treated with 0.39 mL of TFA and stirred overnight at rt. The reaction mixture was concentrated in vacuo, redissolved in DCM and treated with diluted NaOH. After separation of the 2 phases the water phase was lyophilized to yield 380 mg of [2-(7-methoxy-1H-benzoimidazol-2-yl)-ethyl]-methyl-amine as beige solid.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. dissolutionredissolved in DCM
  3. additiontreated with diluted NaOH
  4. customAfter separation of the 2 phases the water phase

Sources & evidence

ORD record
ord-9d1d1ccde96d430e95a9e09857093f57
Source dataset
uspto-grants-2012_06
Patent number
US08202885B2

Linked notes

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