Trifluoroacetic acid → HCID 45381566, compound

HRID 1930787Notes

Reaction equation

HRID 1930787 reaction equation
[CH2:1]([O:3][C:4](=[O:45])[C@@H:5]([NH:37]C(OC(C)(C)C)=O)[CH2:6][CH2:7][C:8](=[O:36])[NH:9][C:10]1[C:15]([C:16]2[O:20][N:19]=[C:18]([CH2:21][C:22]3[CH:27]=[CH:26][C:25]([CH2:28][O:29][C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][N:31]=4)=[CH:24][CH:23]=3)[CH:17]=2)=[CH:14][CH:13]=[CH:12][N:11]=1)[CH3:2].FC(F)(F)C(O)=O>ClCCl>[CH2:1]([O:3][C:4](=[O:45])[C@@H:5]([NH2:37])[CH2:6][CH2:7][C:8](=[O:36])[NH:9][C:10]1[C:15]([C:16]2[O:20][N:19]=[C:18]([CH2:21][C:22]3[CH:23]=[CH:24][C:25]([CH2:28][O:29][C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][N:31]=4)=[CH:26][CH:27]=3)[CH:17]=2)=[CH:14][CH:13]=[CH:12][N:11]=1)[CH3:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59293921HCID 59293921, compound

Product 1

HCID 45381566HCID 45381566, compoundYield 89.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of (S)-2-tert-butoxycarbonylamino-4-(3-{3-[4-(pyridin-2-yloxymethyl)-benzyl]-isoxazol-5-yl}-pyridin-2-ylcarbamoyl)-butyric acid ethyl ester (40 mg, 0.065 mmol) described in Manufacturing Example 4-2 and dichloromethane (1 mL) was added trifluoroacetic acid (0.5 mL) at room temperature, which was stirred overnight at the same temperature. The solvent was evaporated from the reaction mixture under a reduced pressure, and the residue thus obtained was washed with diethyl ether, so as to obtain the titled compound (30 mg) as the trifluoroacetic acid salt.

Workup

  1. customThe solvent was evaporated from the reaction mixture under a reduced pressure
  2. customthe residue thus obtained
  3. washwas washed with diethyl ether

Sources & evidence

ORD record
ord-f52b1b54a8f143f58053468dfec2854e
Source dataset
uspto-grants-2012_05
Patent number
US08188119B2

Reaction notes

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