Trifluoroacetic acid → HCID 86664820, compound

HRID 1628200Notes

Reaction equation

HRID 1628200 reaction equation
[OH:1][C:2]([C:4]([F:7])([F:6])[F:5])=[O:3].[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C@H:16]([NH:31]C(=O)OC(C)(C)C)[C:17](=[O:30])[NH:18][C:19]2[O:23][N:22]=[C:21]([C:24]3[CH:29]=[CH:28][N:27]=[CH:26][CH:25]=3)[CH:20]=2)=[CH:11][CH:10]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[OH:3][C:2]([C:4]([F:7])([F:6])[F:5])=[O:1].[NH2:31][C@@H:16]([CH2:15][C:12]1[CH:11]=[CH:10][C:9]([Cl:8])=[CH:14][CH:13]=1)[C:17]([NH:18][C:19]1[O:23][N:22]=[C:21]([C:24]2[CH:25]=[CH:26][N:27]=[CH:28][CH:29]=2)[CH:20]=1)=[O:30]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 131731684HCID 131731684, compound

Product 1

HCID 86664820HCID 86664820, compoundYield 101.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a 100 ml flask was (S)-tert-butyl 3-(4-chlorophenyl)-1-oxo-1-(3-(pyridin-4-yl)isoxazol-5-ylamino)propan-2-ylcarbamate TFA salt 3.1.B (200 mg, 0.54 mmole), 10 ml of CH2Cl2, and 10 ml of TFA. The reaction was stirred at room temperature for 4 hours at which time the solvent was removed to give (S)-2-amino-3-(4-chlorophenyl)-N-(3-(pyridin-4-yl)isoxazol-5-yl)propanamide TFA salt 3.1.C as a light yellow solid (250 mg, 100% yield).

Workup

  1. customTo a 100 ml flask was
  2. customwas removed

Sources & evidence

ORD record
ord-adcdf9b314904d5e8e488b79e72133bf
Source dataset
uspto-grants-2014_07
Patent number
US08785468B2

Reaction notes

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