Trifluoroacetic acid → HCID 86609427, compound

HRID 1171669Notes

Reaction equation

HRID 1171669 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:35]([CH2:36][CH2:37][C:38]([O:40][CH3:41])=[O:39])[N:34]=[N:33][CH:32]=1)(=[O:3])[CH3:2].[F:42][C:43]([F:48])([F:47])[C:44]([OH:46])=[O:45]>ClCCl>[F:42][C:43]([F:48])([F:47])[C:44]([OH:46])=[O:45].[C:1]([S:4][CH:5]1[CH2:10][CH2:9][NH:8][CH2:7]/[C:6]/1=[CH:30]\[C:31]1[N:35]([CH2:36][CH2:37][C:38]([O:40][CH3:41])=[O:39])[N:34]=[N:33][CH:32]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86761209HCID 86761209, compound

Product 1

HCID 86609427HCID 86609427, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of (E)-4-(acetylsulfanyl)-3-({1-[2-(methoxycarbonyl)ethyl]-1H-1,2,3-triazol-5-yl}methylidene)-1-(triphenylmethyl)piperidine (4.27 g) in dichloromethane (100 ml) was added trifluoroacetic acid (1.2 ml) with stirring at 0° C. The resulting mixture was stirred at 0° C. for 15 minutes and the solvent was evaporated under reduced pressure, and the residue was purified by silica gel chromatography using dichloromethane and methanol (10:1) as the eluent to afford the title compound (2.0 mg, yield: 61%) as a yellow amorphous solid.

Workup

  1. stirringThe resulting mixture was stirred at 0° C. for 15 minutes
  2. customthe solvent was evaporated under reduced pressure
  3. customthe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-0b18a74f94a54ce7a1fa3880e92daf09
Source dataset
uspto-grants-2010_11
Patent number
US07829580B2

Reaction notes

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