Trifluoroacetic acid → HCID 45381564, compound

HRID 1930778Notes

Reaction equation

HRID 1930778 reaction equation
C([O:5][C:6](=[O:47])[C@@H:7]([NH:39]C(OC(C)(C)C)=O)[CH2:8][CH2:9][C:10](=[O:38])[NH:11][C:12]1[C:17]([C:18]2[O:22][N:21]=[C:20]([CH2:23][C:24]3[CH:29]=[CH:28][C:27]([CH2:30][O:31][C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][N:33]=4)=[CH:26][CH:25]=3)[CH:19]=2)=[CH:16][CH:15]=[CH:14][N:13]=1)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[NH2:39][C@@H:7]([CH2:8][CH2:9][C:10](=[O:38])[NH:11][C:12]1[C:17]([C:18]2[O:22][N:21]=[C:20]([CH2:23][C:24]3[CH:29]=[CH:28][C:27]([CH2:30][O:31][C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][N:33]=4)=[CH:26][CH:25]=3)[CH:19]=2)=[CH:16][CH:15]=[CH:14][N:13]=1)[C:6]([OH:47])=[O:5]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59293922HCID 59293922, compound

Product 1

HCID 45381564HCID 45381564, compoundYield 116.2%

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 tert-butyl ester (980 mg, 1.5 mmol) described in Manufacturing Example 1-1 and dichloromethane (10 mL) was added trifluoroacetic acid (10 mL) at 0° C., which was stirred overnight at room temperature. The solvent was evaporated under a reduced pressure, and the residue was washed with diethyl ether, so as to obtain the titled compound (850 mg) as the trifluoroacetic acid salt.

Workup

  1. customThe solvent was evaporated under a reduced pressure
  2. washthe residue was washed with diethyl ether

Sources & evidence

ORD record
ord-fca6de3679fc4b868a9a95dd155ff8bd
Source dataset
uspto-grants-2012_05
Patent number
US08188119B2

Reaction notes

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