Trifluoroacetic acid → (2S)-2-amino-3-(4-isopropoxyphenyl)-N,N-dimethylpropanamide

HRID 449477Notes

Reaction equation

HRID 449477 reaction equation
FC(F)(F)C(O)=O.[CH3:8][N:9]([CH3:32])[C:10](=[O:31])[C@@H:11]([NH:23]C(=O)OC(C)(C)C)[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH:20]([CH3:22])[CH3:21])=[CH:15][CH:14]=1>C(Cl)Cl>[NH2:23][C@@H:11]([CH2:12][C:13]1[CH:14]=[CH:15][C:16]([O:19][CH:20]([CH3:22])[CH3:21])=[CH:17][CH:18]=1)[C:10]([N:9]([CH3:8])[CH3:32])=[O:31]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59496693(S)-tert-butyl 1-(dimethylamino)-3-(4-isopropoxyphenyl)-1-oxopropan-2-ylcarbamate

Product 1

HCID 59496749(2S)-2-amino-3-(4-isopropoxyphenyl)-N,N-dimethylpropanamideYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (1 mL, 10 mmol) was added to (S)-tert-butyl 1-(dimethylamino)-3-(4-isopropoxyphenyl)-1-oxopropan-2-ylcarbamate in methylene chloride (2 mL). After stirring for 1 h., the reaction was concentrated under reduced pressure to give the crude product, (2S)-2-amino-3-(4- isopropoxyphenyl)-N,N-dimethylpropanamide (40 mg, 100%). Analytical LCMS (M+H)+: m/z=251.0.

Workup

  1. concentrationthe reaction was concentrated under reduced pressure

Sources & evidence

ORD record
ord-614c2dbc21dd44b5a41435e16bc602b5
Source dataset
uspto-grants-2013_07
Patent number
US08481732B2

Reaction notes

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