Trifluoroacetic acid → HCID 23139308, compound

HRID 1171676Notes

Reaction equation

HRID 1171676 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][CH2:38][C:39]([O:41][CH2:42][CH3:43])=[O:40])[N:34]=[N:33][CH:32]=1)(=[O:3])[CH3:2].[F:44][C:45]([F:50])([F:49])[C:46]([OH:48])=[O:47]>ClCCl>[F:44][C:45]([F:50])([F:49])[C:46]([OH:48])=[O:47].[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][CH2:38][C:39]([O:41][CH2:42][CH3:43])=[O:40])[N:34]=[N:33][CH:32]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 23138538HCID 23138538, compound

Product 1

HCID 23139308HCID 23139308, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (E)-4-(acetylsulfanyl)-3-({1-[3-(ethoxycarbonyl)propyl]-1H-1,2,3-triazol-5-yl}methylidene)-1-(triphenylmethyl)piperidine (7.45 g) in dichloromethane (80 ml) was added trifluoroacetic acid (2.86 ml) with stirring at room temperature. After the resulting mixture was stirred at room temperature for one hour, solvents were removed under reduced pressure. The residue was purified by silica gel chromatography using dichloromethane and methanol (10:1) as the eluent to afford the title compound (5.39 g, including impurities) as an orange-coloured oil.

Workup

  1. stirringAfter the resulting mixture was stirred at room temperature for one hour
  2. customsolvents were removed under reduced pressure
  3. customThe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-a931a85667664fd9b90bd7757cf31f73
Source dataset
uspto-grants-2010_11
Patent number
US07829580B2

Reaction notes

Loading…