Hydrochloric Acid → 4-(Trifluoromethyl)-1,4,5,6-tetrahydropyrimidin-2-amine hydrochloride

HRID 746453Notes

Reaction equation

HRID 746453 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:8]=[CH:7][N:6]=[C:5]([NH2:9])[N:4]=1.[ClH:12].[H][H]>C(O)(C)C.[Pd]>[ClH:12].[F:11][C:2]([F:1])([F:10])[CH:3]1[NH:4][C:5]([NH2:9])=[N:6][CH2:7][CH2:8]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 5959152-Amino-4-(trifluoromethyl)pyrimidineHCID 178418361HCID 178418361, compound

Product 1

HCID 230261764-(Trifluoromethyl)-1,4,5,6-tetrahydropyrimidin-2-amine hydrochloride

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 3776IsopropanolSolvent2×

Procedure

To a solution of 10 g (45.11 mmol) of 4-trifluoromethyl-pyrimidin-2-ylamine and 0.065 g of palladium 10 wt. % on activated carbon in 5 ml of isopropanol was added 45 ml of a solution of hydrochloric acid in isopropanol (5-6 N). The mixture was shaken at 40° C. under hydrogen pressure of 4 atmospheres until hydrogen uptake ceased. The catalyst was removed by filtration and washed with isopropanol. The filtrate was evaporated to dryness to afford 12.14 g of pure product as a white solid.

Workup

  1. customThe catalyst was removed by filtration
  2. washwashed with isopropanol
  3. customThe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-892e1d9c3e594c6d973d0baeef4378f8
Source dataset
uspto-grants-2008_07
Patent number
US07393853B2

Reaction notes

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