Trifluoroacetic acid → HCID 59293938, compound

HRID 561657Notes

Reaction equation

HRID 561657 reaction equation
FC(F)(F)C(O)=O.[CH3:8][S:9][CH2:10][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]2[C:19]=1[NH:18][CH:17]=[CH:16]2.[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([CH:27]([CH:29]2[CH2:31][CH2:30]2)O)=[C:23]([F:32])[CH:22]=1>ClCCl>[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([CH:27]([CH:29]2[CH2:31][CH2:30]2)[C:16]2[C:15]3[C:19](=[C:11]([CH2:10][S:9][CH3:8])[CH:12]=[CH:13][CH:14]=3)[NH:18][CH:17]=2)=[C:23]([F:32])[CH:22]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 583921877-[(Methylsulfanyl)methyl]-1H-indoleHCID 58392238HCID 58392238, compound

Product 1

HCID 59293938HCID 59293938, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.13 ml (1.73 mmol) of trifluoroacetic acid was added to 256 mg (1.45 mmol) of the compound from Example 8A and 290 mg (1.45 mmol) of the compound from Example 151A in 20 ml of dichloromethane, and the mixture was stirred at RT for 2 h. It was concentrated and the residue was purified by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient with addition of 0.1% formic acid) to result in 273 mg (51% of theory) of the title compound.

Workup

  1. concentrationIt was concentrated
  2. customthe residue was purified by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient with addition of 0.1% formic acid)

Sources & evidence

ORD record
ord-acfb684f4ee24d5dbddc1cc44cf2d18e
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

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