Trifluoroacetic acid → HCID 59426299, compound

HRID 502203Notes

Reaction equation

HRID 502203 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[N:15]([CH2:29][CH3:30])[C:16]3[C:21]([C:22]=2[C:23]#[N:24])=[CH:20][CH:19]=[C:18]([C:25]([F:28])([F:27])[F:26])[CH:17]=3)[CH2:10][CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>ClCCl>[CH2:29]([N:15]1[C:16]2[C:21](=[CH:20][CH:19]=[C:18]([C:25]([F:27])([F:28])[F:26])[CH:17]=2)[C:22]([C:23]#[N:24])=[C:14]1[N:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1)[CH3:30]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59425186HCID 59425186, compound

Product 1

HCID 59426299HCID 59426299, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-(3-cyano-1-ethyl-6-trifluoromethyl-1H-indol-2-yl)-piperazine-1-carboxylic acid tert-butyl ester (0.26 g, 6.1 mmol) is treated with TFA (5 mL) in dichloromethane (5 mL) for 1 hr at room temperature. After the removal of the volatiles, the residue is treated with saturated NaHCO3 and the precipitate is collected via filtration, washed with water thoroughly and dried in air to furnish essentially pure 1-ethyl-2-piperazin-1-yl-6-(trifluoromethyl)-1H-indole-3-carbonitrile (0.20 g, 100%).

Workup

  1. customAfter the removal of the volatiles
  2. additionthe residue is treated with saturated NaHCO3
  3. filtrationthe precipitate is collected via filtration
  4. washwashed with water thoroughly
  5. customdried in air

Sources & evidence

ORD record
ord-4e424f092a3e47b4ab4197d944ddd658
Source dataset
uspto-grants-2010_08
Patent number
US07772271B2

Reaction notes

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