Trifluoroacetic acid → HCID 9843214, compound

HRID 1392139Notes

Reaction equation

HRID 1392139 reaction equation
COC1C=C(OC)C=CC=1C[O:6][NH:7][C:8](=[O:31])[CH:9]([CH2:27][CH:28]([CH3:30])[CH3:29])[CH2:10][S:11]([N:14]1[CH2:19][CH2:18][N:17]([C:20]2[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=2)[CH2:16][CH2:15]1)(=[O:13])=[O:12].FC(F)(F)C(O)=O.C([SiH](CC)CC)C>ClCCl>[OH:6][NH:7][C:8](=[O:31])[CH:9]([CH2:27][CH:28]([CH3:29])[CH3:30])[CH2:10][S:11]([N:14]1[CH2:19][CH2:18][N:17]([C:20]2[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=2)[CH2:16][CH2:15]1)(=[O:12])=[O:13]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 22719705HCID 22719705, compound

Product 1

HCID 9843214HCID 9843214, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of N-(2,4-dimethoxybenzyloxy)-3-[4-(4-fluorophenyl)piperazine-1-sulfonyl]-2-isobutylpropionamide (220 mg) in dichloromethane (4 ml) was added trifluoroacetic acid (200 μl) and triethylsilane (145 μl). The mixture was stirred at room temperature for 15 minutes, evaporated in vacuo and the residue was purified on silica gel (eluant:dichloromethane-ether-methanol (8.0:20:0.5) to dichloromethane-methanol (80:20) to give the title compound (88 mg, 56%).

Workup

  1. customevaporated in vacuo
  2. customthe residue was purified on silica gel (eluant

Sources & evidence

ORD record
ord-a7f9a717fd35420aa9de5bf48a1ff4c5
Source dataset
uspto-grants-2008_03
Patent number
US07342020B2

Reaction notes

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