Hydrochloric Acid → (S)-1-(5-(trifluoromethyl)-1H-imidazol-2-yl)ethanamine hydrochloride

HRID 246552

Reaction equation

HRID 246552 reaction equation
C(OC(=O)[NH:7][C@H:8]([C:10]1[NH:11][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:13][N:14]=1)[CH3:9])(C)(C)C.[ClH:20]>O1CCOCC1>[ClH:20].[F:18][C:15]([F:16])([F:17])[C:12]1[NH:11][C:10]([C@@H:8]([NH2:7])[CH3:9])=[N:14][CH:13]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 71280415(S)-tert-butyl 1-(5-(trifluoromethyl)-1H-imidazol-2-yl)ethylcarbamate

Product 1

HCID 71279885(S)-1-(5-(trifluoromethyl)-1H-imidazol-2-yl)ethanamine hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of [(S)-1-(5-trifluoromethyl-1H-imidazol-2-yl)-ethyl]-carbamic acid tert-butyl ester (50 mg, 179 μmol) in 4M HCl in dioxane (2 mL) was stirred at room temperature for 15 h. The mixture was concentrated in vacuo then triturated with ether to give (S)-1-(5-trifluoromethyl-1H-imidazol-2-yl)-ethylamine hydrochloride (35 mg, quantitative) as a yellow oil. LCMS, [M+H]=180.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. customthen triturated with ether

Sources & evidence

ORD record
ord-88c914026c9440bfbb921eb358b02c00
Source dataset
uspto-grants-2014_02
Patent number
US08658646B2

Linked notes

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