Hydrochloric Acid → [3-(Trifluoromethyl)-1,2,4-oxadiazol-5-yl]methanamine hydrochloride

HRID 1025963Notes

Reaction equation

HRID 1025963 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[O:13][N:12]=[C:11]([C:14]([F:17])([F:16])[F:15])[N:10]=1)(C)(C)C.[ClH:19]>C(OCC)(=O)C.O1CCOCC1>[ClH:19].[F:17][C:14]([F:15])([F:16])[C:11]1[N:10]=[C:9]([CH2:8][NH2:7])[O:13][N:12]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 66678695(3-Trifluoromethyl-[1,2,4]oxadiazol-5-ylmethyl)-carbamic acid tert-butyl ester

Product 1

HCID 66687518[3-(Trifluoromethyl)-1,2,4-oxadiazol-5-yl]methanamine hydrochloride

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 0.29 g (3-trifluoromethyl-[1,2,4]oxadiazol-5-ylmethyl)-carbamic acid tert-butyl ester in 3 ml ethyl acetate was added 1.5 ml of a 4M solution of hydrochloric acid in dioxane and the mixture was stirred at ambient temperature for 18 h. The resulting clear solution was evaporated and the residue was triturated under ethyl acetate. The solid was collected by filtration and dried to constant weight under high vacuum to yield 0.145 g of the title compound as white crystals, 169.2 (M+H)+.

Workup

  1. customThe resulting clear solution was evaporated
  2. customthe residue was triturated under ethyl acetate
  3. filtrationThe solid was collected by filtration
  4. customdried to constant weight under high vacuum

Sources & evidence

ORD record
ord-0f917c4d62184605bba1d6619acd6855
Source dataset
uspto-grants-2014_05
Patent number
US08729105B2

Reaction notes

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