Trifluoroacetic acid → HCID 86609413, compound

HRID 1171644Notes

Reaction equation

HRID 1171644 reaction equation
[C:1]([S:4][CH:5]1[CH2:10][CH2:9][N:8](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH2:7]/[C:6]/1=[CH:30]\[C:31]1[N:32]([C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37])[CH:33]=[CH:34][N:35]=1)(=[O:3])[CH3:2].[F:43][C:44]([F:49])([F:48])[C:45]([OH:47])=[O:46]>ClCCl>[F:43][C:44]([F:49])([F:48])[C:45]([OH:47])=[O:46].[C:1]([S:4][CH:5]1[CH2:10][CH2:9][NH:8][CH2:7]/[C:6]/1=[CH:30]\[C:31]1[N:32]([C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37])[CH:33]=[CH:34][N:35]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86609412HCID 86609412, compound

Product 1

HCID 86609413HCID 86609413, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (E)-4-(acetylsulfanyl)-3-{[1-(t-butoxycarbonyl)-1H-imidazol-2-yl]methylidene}-1-(triphenylmethyl)piperidine (0.72 g) in dichloromethane (20 ml) was added trifluoroacetic acid (0.29 ml) under ice-cooling, and the resulting mixture was stirred at the same temperature for 15 minutes. The reaction mixture was evaporated in vacuo, and the residue was purified by chromatography on a silica gel column using a mixed solvent of methanol and dichloromethane (1:20 to 1:10) as the eluent to afford the title compound (0.58 g, yield: quantitative) as a colourless amorphous solid.

Workup

  1. temperaturecooling
  2. customThe reaction mixture was evaporated in vacuo
  3. customthe residue was purified by chromatography on a silica gel column

Sources & evidence

ORD record
ord-ed47dfdfa9ea4e20ba95e2662b9182f1
Source dataset
uspto-grants-2010_11
Patent number
US07829580B2

Reaction notes

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