4-(3-Trifluoromethyl-pyridin-2-yl)-1-[5-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-benzoimidazol-2-yl]-piperazin-2-one → HCID 178516737, compound

HRID 730829Notes

Reaction equation

HRID 730829 reaction equation
[F:1][C:2]([F:38])([F:37])[C:3]1[C:4]([N:9]2[CH2:14][CH2:13][N:12]([C:15]3[N:19](COCC[Si](C)(C)C)[C:18]4[CH:28]=[CH:29][C:30]([C:32]([F:35])([F:34])[F:33])=[CH:31][C:17]=4[N:16]=3)[C:11](=[O:36])[CH2:10]2)=[N:5][CH:6]=[CH:7][CH:8]=1>C(O)(C(F)(F)F)=O.ClCCl>[F:35][C:32]([F:33])([F:34])[C:30]1[CH:29]=[CH:28][C:18]2[NH:19][C:15]([N:12]3[CH2:13][CH2:14][N:9]([C:4]4[C:3]([C:2]([F:1])([F:37])[F:38])=[CH:8][CH:7]=[CH:6][N:5]=4)[CH2:10][C:11]3=[O:36])=[N:16][C:17]=2[CH:31]=1

Participants

4

Reactant 1

HCID 865938294-(3-Trifluoromethyl-pyridin-2-yl)-1-[5-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-benzoimidazol-2-yl]-piperazin-2-one

Product 1

HCID 178516737HCID 178516737, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 4-(3-trifluoromethyl-pyridin-2-yl)-1-[5-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-benzoimidazol-2-yl]-piperazin-2-one from step (c) above (114 mg, 0.2 mmol) in 30% TFA in dichloromethane (3 mL) was stirred at room temperature for 5 h. The solvent was removed in vacuo and the residue was purified by silica gel column chromatography, eluting with EtOAc/hexane (1:3) to give the title compound as a yellow solid. MS (ESI, positive ion) m/z: 430 (M+1).

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue was purified by silica gel column chromatography
  3. washeluting with EtOAc/hexane (1:3)

Sources & evidence

ORD record
ord-bc221954a3834232acbcf499893d5bec
Source dataset
uspto-grants-2009_09
Patent number
US07582761B2

Reaction notes

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