Hydrochloric Acid → (5-Fluoro-2-(1H-1,2,4-triazol-1-yl)phenyl)methanamine hydrochloride

HRID 1664150Notes

Reaction equation

HRID 1664150 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:10]2[CH:14]=[N:13][CH:12]=[N:11]2)=[C:6]([CH:9]=1)[C:7]#[N:8].[ClH:15]>C(O)C>[ClH:15].[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:10]2[CH:14]=[N:13][CH:12]=[N:11]2)=[C:6]([CH2:7][NH2:8])[CH:9]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 218662545-fluoro-2-(1H-1,2,4-triazol-1-yl)benzonitrile

Product 1

HCID 21069930(5-Fluoro-2-(1H-1,2,4-triazol-1-yl)phenyl)methanamine hydrochlorideYield 98%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 5-fluoro-2-(1H-1,2,4-triazol-1-yl)benzonitrile (2.94 g, 15.59 mmol) in ethanol (100 mL) and 1N HCl (50 mL) was degassed by bubbling N2. Then, 10% Pd/C was added, the flask evacuated and vented to H2 three times and left on a Parr shaker under a H2 atmosphere (40 psi). After 6 h, the reaction mixture was filtered, concentrated and the aqueous solution lyophilized to afford the title compound (4.07 g, 98%) as a white powder. LCMS (M+H) calcd for C9H10FN4: 193.09; found: 193.15.

Workup

  1. customby bubbling N2
  2. additionThen, 10% Pd/C was added
  3. customthe flask evacuated
  4. waitleft on a Parr shaker under a H2 atmosphere (40 psi)
  5. filtrationthe reaction mixture was filtered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-3d72cee230814019a7ded8d0f8b1d0c7
Source dataset
uspto-grants-2011_10
Patent number
US08039458B2

Reaction notes

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