Trifluoroacetic acid → HCID 68555386, compound

HRID 1868118Notes

Reaction equation

HRID 1868118 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:42]=[CH:41][C:17]3[S:18][C:19]([S:22]([N:25]4[CH2:30][CH2:29][N:28]([C:31]5[C:36]([C:37]([F:40])([F:39])[F:38])=[CH:35][CH:34]=[CH:33][N:32]=5)[CH2:27][CH2:26]4)(=[O:24])=[O:23])=[C:20]([CH3:21])[C:16]=3[CH:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:21][C:20]1[C:16]2[CH:15]=[C:14]([N:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)[CH:42]=[CH:41][C:17]=2[S:18][C:19]=1[S:22]([N:25]1[CH2:30][CH2:29][N:28]([C:31]2[C:36]([C:37]([F:39])([F:38])[F:40])=[CH:35][CH:34]=[CH:33][N:32]=2)[CH2:27][CH2:26]1)(=[O:24])=[O:23]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68550944HCID 68550944, compound

Product 1

HCID 68555386HCID 68555386, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-{3-methyl-2-[4-(3-trifluoromethyl-pyridin-2-yl)-piperazine-1-sulfonyl]-benzo[b]thiophen-5-yl}-piperazine-1-carboxylic acid tert-butyl ester (95 mg, 0.18 mmol) in DCM (4 mL) was added TFA (1 mL). The resultant mixture was stirred at ambient temperature for 3 hours. The solvent was removed under vacuum. The crude product was triturated with ether then water to give 1-(3-Methyl-5-piperazin-1-yl-benzo[b]thiophene-2-sulfonyl)-4-(3-trifluoromethyl-pyridin-2-yl)-piperazine as a light yellow solid (51 mg, 66%).

Workup

  1. customThe solvent was removed under vacuum
  2. customThe crude product was triturated with ether

Sources & evidence

ORD record
ord-34b7a048ad9542c7bae176b16d986ff2
Source dataset
uspto-grants-2009_12
Patent number
US07632838B2

Reaction notes

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