Trifluoroacetic acid → HCID 67821742, compound

HRID 1034245Notes

Reaction equation

HRID 1034245 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]([NH:12][C@H:13]2[C:17](=[O:18])[N:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:15][C@H:14]2[C:25]([O:27]C(C)(C)C)=[O:26])=[O:11])=N1.F[C:33](F)(F)C(O)=O>>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]([NH:12][C@H:13]2[C:17](=[O:18])[N:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:15][C@H:14]2[C:25]([OH:27])=[O:26])=[O:11])=[CH:33]1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67795144HCID 67795144, compound

Product 1

HCID 67821742HCID 67821742, compoundYield 79%

Procedure

The tert-butyl ester (230 mg, 0.547 mmol) of Example 25 was dissolved in trifluoroacetic acid (3 ml) and stirred for 20 min at room temperature after which time the reaction was concentrated in vacuo. Resuspension of the residue in CH2Cl2 and filtration gave the title compound (206 mg, 79%) as a colorless solid. Anal calcd for C19H16N4O4.8/10CF3CO2H: C,54.41; H,3.55; N,12.32; F,10.03. Found C,54.52; H,3.76; N,12.45; F,10.35. DSC=130.85°-140.96° C. at 97.64 J/g. MS calc. for C19H16N4O4 364, found 364.

Workup

  1. concentrationwas concentrated in vacuo
  2. filtrationResuspension of the residue in CH2Cl2 and filtration

Sources & evidence

ORD record
ord-44161411805b41f88fe0522add18485b
Source dataset
uspto-grants-1994_05
Patent number
US05314886

Reaction notes

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