Trifluoroacetic acid → HCID 22054333, compound

HRID 1830414Notes

Reaction equation

HRID 1830414 reaction equation
FC(F)(F)C(O)=O.[CH3:8][O:9][C:10]1[C:11](=[O:45])[C:12]([CH3:44])=[C:13]([CH2:19][C:20]2[CH:21]=[CH:22][C:23]([OH:43])=[C:24]([CH:42]=2)[C:25]([NH:27][C:28]2[CH:33]=[CH:32][C:31]([NH:34]C(OC(C)(C)C)=O)=[CH:30][CH:29]=2)=[O:26])[C:14](=[O:18])[C:15]=1[O:16][CH3:17]>C(Cl)Cl>[CH3:8][O:9][C:10]1[C:11](=[O:45])[C:12]([CH3:44])=[C:13]([CH2:19][C:20]2[CH:21]=[CH:22][C:23]([OH:43])=[C:24]([CH:42]=2)[C:25]([NH:27][C:28]2[CH:29]=[CH:30][C:31]([NH2:34])=[CH:32][CH:33]=2)=[O:26])[C:14](=[O:18])[C:15]=1[O:16][CH3:17]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 22054175HCID 22054175, compound

Product 1

HCID 22054333HCID 22054333, compoundYield 114.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (0.5 ml) was added to a methylene chloride solution (10 ml) of N-[5-(5,6-dimethoxy-3-methyl-1,4-benzoquinon-2-yl)methyl-2-hydroxybenzoyl]-4-tert-butoxycarbonylaminoaniline (0.205 g, 0.309 mmol) and the resulting solution was stirred at room temperature for 10 hours. The reaction solution was concentrated and the obtained residue was purified by silica gel column chromatography (chloroform:methanol=95:5) to obtain the titled compound (0.150 g, 0.355 mmol, 91%).

Workup

  1. concentrationThe reaction solution was concentrated
  2. customthe obtained residue was purified by silica gel column chromatography (chloroform:methanol=95:5)

Sources & evidence

ORD record
ord-f1299cdd4c2d4d62b837a8de6456bac6
Source dataset
uspto-grants-2006_06
Patent number
US07064124B2

Reaction notes

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