Hydrochloric Acid → (1S,3R)-3-Ethyl-3-(4-[4-(Trifluoromethyl)pyridin-2-yl]piperazin-1-ylcarbonyl)cyclopentanamine dihydrochloride

HRID 270601Notes

Reaction equation

HRID 270601 reaction equation
[CH2:1]([C@@:3]1([C:16]([N:18]2[CH2:23][CH2:22][N:21]([C:24]3[CH:29]=[C:28]([C:30]([F:33])([F:32])[F:31])[CH:27]=[CH:26][N:25]=3)[CH2:20][CH2:19]2)=[O:17])[CH2:7][CH2:6][C@H:5]([NH:8]C(=O)OC(C)(C)C)[CH2:4]1)[CH3:2].[ClH:34]>O1CCOCC1>[ClH:34].[ClH:34].[CH2:1]([C@@:3]1([C:16]([N:18]2[CH2:23][CH2:22][N:21]([C:24]3[CH:29]=[C:28]([C:30]([F:33])([F:32])[F:31])[CH:27]=[CH:26][N:25]=3)[CH2:20][CH2:19]2)=[O:17])[CH2:7][CH2:6][C@H:5]([NH2:8])[CH2:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86633371tert-Butyl [(1S,3R)-3-ethyl-3-(4-[4-(trifluoromethyl)pyridin-2-yl]piperazin-1-ylcarbonyl)cyclopentyl]carbamate

Product 1

HCID 68596855(1S,3R)-3-Ethyl-3-(4-[4-(Trifluoromethyl)pyridin-2-yl]piperazin-1-ylcarbonyl)cyclopentanamine dihydrochlorideYield 96%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

tert-Butyl [(1S,3R)-3-ethyl-3-(4-[4-(trifluoromethyl)pyridin-2-yl]piperazin-1-ylcarbonyl)cyclopentyl]carbamate (0.39 g, 0.83 mmol) was dissolved in a 4 M solution of hydrogen chloride in 1,4-dioxane (3.1 mL) and the solution was stirred at room temperature overnight. The reaction solution was evaporated to give the desird product as a yellow powder (0.36 g, 96%).

Workup

  1. customThe reaction solution was evaporated

Sources & evidence

ORD record
ord-75e1d1dbf2c24d359f6f13a330b006e5
Source dataset
uspto-grants-2008_11
Patent number
US07449467B2

Reaction notes

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