Trifluoroacetic acid → HCID 14050781, compound

HRID 1032195Notes

Reaction equation

HRID 1032195 reaction equation
C1(C([O:14][C:15]([C:17]2[N:18]3[C@H:21]([S:22][CH2:23][C:24]=2[CH2:25][S:26][C:27]2[N:32]4[N:33]=[C:34]([C:36]([O:38]C(C5C=CC=CC=5)C5C=CC=CC=5)=[O:37])[N:35]=[C:31]4[N:30]=[C:29]([CH3:52])[CH:28]=2)[C@H:20]([NH:53][C:54](=[O:95])/[C:55](/[C:89]2[N:90]=[C:91]([NH2:94])[S:92][CH:93]=2)=[N:56]\[O:57][CH:58]([C:73]([O:75]C(C2C=CC=CC=2)C2C=CC=CC=2)=[O:74])[C:59]2[CH:64]=[CH:63][C:62]([O:65][C:66](=[O:68])[CH3:67])=[C:61]([O:69][C:70](=[O:72])[CH3:71])[CH:60]=2)[C:19]3=[O:96])=[O:16])C2C=CC=CC=2)C=CC=CC=1.C1(OC)C=CC=CC=1.FC(F)(F)C(O)=O>ClC(Cl)C>[NH2:94][C:91]1[S:92][CH:93]=[C:89](/[C:55](=[N:56]/[O:57][CH:58]([C:73]([OH:75])=[O:74])[C:59]2[CH:64]=[CH:63][C:62]([O:65][C:66](=[O:68])[CH3:67])=[C:61]([O:69][C:70](=[O:72])[CH3:71])[CH:60]=2)/[C:54]([NH:53][C@@H:20]2[C:19](=[O:96])[N:18]3[C@@H:21]2[S:22][CH2:23][C:24]([CH2:25][S:26][C:27]2[N:32]4[N:33]=[C:34]([C:36]([OH:38])=[O:37])[N:35]=[C:31]4[N:30]=[C:29]([CH3:52])[CH:28]=2)=[C:17]3[C:15]([OH:16])=[O:14])=[O:95])[N:90]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 16170827HCID 16170827, compound

Product 1

HCID 14050781HCID 14050781, compoundYield 109.8%

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

To a solution of the product obtained in Step 2 (0.87 g) in dichloroethane (1.6 ml) were added anisole (0.8 ml) and trifluoroacetic acid (2.4 ml) under ice cooling, and the resulting solution was stirred at room temperature for two hours. After removing the solvent by decantation, the residue was washed with dichloroethane and crystallized with ether, giving 0.6 g of the objective compound (as trifluoroacetic acid salt).

Workup

  1. customAfter removing the solvent by decantation
  2. washthe residue was washed with dichloroethane
  3. customcrystallized with ether

Sources & evidence

ORD record
ord-d4e9d0ba87954ef49ea846945c63a999
Source dataset
uspto-grants-1990_09
Patent number
US04956474

Reaction notes

Loading…