HCID 131718413, compound → HCID 67794263, compound

HRID 1034241Notes

Reaction equation

HRID 1034241 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]([NH:11][C@H:12]2[C:16](=[O:17])[N:15]([CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:14][C@H:13]2[C:25]([O:27]C(C)(C)C)=[O:26])=[O:10])[CH:5]=[CH:6][C:7]=1[Cl:8]>FC(F)(F)C(O)=O>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]([NH:11][C@H:12]2[C:16](=[O:17])[N:15]([CH2:18][C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH2:14][C@H:13]2[C:25]([OH:27])=[O:26])=[O:10])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

3

Reactant 1

HCID 131718413HCID 131718413, compound

Product 1

HCID 67794263HCID 67794263, compoundYield 58.6%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

The tert-butyl ester of Example 14 (301 mg, 0.65 mmol) was dissolved in trifluoroacetic acid (3 ml) and stirred for 3.5 h after which time the reaction was concentrated in vacuo. The residue was suspended in CH2Cl2 and filtered to give 155 mg (58%) of the title compound as a solid. Anal Calcd for C19H16N2O4Cl2.1/4H2O: C,55.42; H,4.04; N,6.80. Found: C.55.43; H,4.13; N,6.83. DSC=217.26°-219.87° C. at 104.8 J/g. MS M+1 calcd for C19H16N2O4Cl2 408, found 408.

Workup

  1. concentrationwas concentrated in vacuo
  2. filtrationfiltered

Sources & evidence

ORD record
ord-61d8f22c8da54965a887f8c37e0a97af
Source dataset
uspto-grants-1994_05
Patent number
US05314886

Reaction notes

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