Hydrochloric Acid → 1-[6-(Trifluoromethyl)pyrimidin-4-yl]piperidin-4-amine dihydrochloride

HRID 451501Notes

Reaction equation

HRID 451501 reaction equation
[F:1][C:2]([F:24])([F:23])[C:3]1[N:8]=[CH:7][N:6]=[C:5]([N:9]2[CH2:14][CH2:13][CH:12]([NH:15]C(=O)OC(C)(C)C)[CH2:11][CH2:10]2)[CH:4]=1.[ClH:25]>ClCCl>[ClH:25].[ClH:25].[F:24][C:2]([F:1])([F:23])[C:3]1[N:8]=[CH:7][N:6]=[C:5]([N:9]2[CH2:14][CH2:13][CH:12]([NH2:15])[CH2:11][CH2:10]2)[CH:4]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67344970tert-Butyl (1-(6-(trifluoromethyl)pyrimidin-4-yl)piperidin-4-yl)carbamate

Product 1

HCID 673433671-[6-(Trifluoromethyl)pyrimidin-4-yl]piperidin-4-amine dihydrochlorideYield 97.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 1-(6-(trifluoromethyl)pyrimidin-4-yl)piperidin-4-ylcarbamate (1.42 g, 4.1 mmol) in dichloromethane (20 mL) was added HCl (2 M in diethylether, 10.2 mL, 20.5 mmol) and the reaction mixture was stirred at room temperature for 18 hours. The mixture was filtered and the white precipitate was washed with dichloromethane and diethylether and dried to afford the title compound (1.27 g, 97%) as a white solid.

Workup

  1. filtrationThe mixture was filtered
  2. washthe white precipitate was washed with dichloromethane and diethylether
  3. customdried

Sources & evidence

ORD record
ord-5636e1683cab4928935867eb58afdef6
Source dataset
uspto-grants-2013_07
Patent number
US08486967B2

Reaction notes

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