Trifluoroacetic acid → (S)-1-(5-phenyl-1,3,4-thiadiazol-2-yl)ethanamine

HRID 1850135Notes

Reaction equation

HRID 1850135 reaction equation
[C:1]1([C:7]2[S:11][C:10]([C@@H:12]([NH:14]C(=O)OC(C)(C)C)[CH3:13])=[N:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(O)(C(F)(F)F)=O>>[C:1]1([C:7]2[S:11][C:10]([C@@H:12]([NH2:14])[CH3:13])=[N:9][N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86730170HCID 86730170, compound

Product 1

HCID 86730171(S)-1-(5-phenyl-1,3,4-thiadiazol-2-yl)ethanamineYield 66.8%

Procedure

To a solution of (S)-tert-butyl (1-(5-phenyl-1,3,4-thiadiazol-2-yl)ethyl)carbamate (110 mg, 0.4 mmol, in 5 ml of DCM) was added 1 ml of TFA, the reaction mixture was stirred at room temperature for 3 hours, the solvent was removed to yield the desired product (52 mg) in 66.8% yield. LCMS m/z 206.0 (M+H)+ RT=0.97 min.

Workup

  1. customthe solvent was removed

Sources & evidence

ORD record
ord-d8be5aed6b284c58bee38da2e82e17a3
Source dataset
uspto-grants-2015_02
Patent number
US08957068B2

Reaction notes

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