Trifluoroacetic acid → 5-(4-Bromophenyl)-3-methylisoxazol-4-amine

HRID 1528690Notes

Reaction equation

HRID 1528690 reaction equation
C(OC(=O)[NH:7][C:8]1[C:9]([CH3:20])=[N:10][O:11][C:12]=1[C:13]1[CH:18]=[CH:17][C:16]([Br:19])=[CH:15][CH:14]=1)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[Br:19][C:16]1[CH:15]=[CH:14][C:13]([C:12]2[O:11][N:10]=[C:9]([CH3:20])[C:8]=2[NH2:7])=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66577242Tert-butyl (5-(4-bromophenyl)-3-methylisoxazol-4-yl)carbamate

Product 1

HCID 582185375-(4-Bromophenyl)-3-methylisoxazol-4-amine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-carbamic acid tert-butyl ester (0.38 g, 1.07 mmol) was treated with 50% trifluoroacetic acid in CH2Cl2 and stirred for 3 hours. Once no starting material was seen by analytical LCMS, the mixture was concentrated to give the title compound.

Workup

  1. concentrationthe mixture was concentrated

Sources & evidence

ORD record
ord-ce73017e351f42a0a9fb64e6e3ee1326
Source dataset
uspto-grants-2015_07
Patent number
US09090573B2

Reaction notes

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