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

HRID 1528367Notes

Reaction equation

HRID 1528367 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-7ddb08a263294df4a51dc5e2f9936e73
Source dataset
uspto-grants-2015_07
Patent number
US09090599B2

Reaction notes

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