Hydrochloric Acid → [2-(4-Cyclopentyl-piperazin-1-yl)-pyridin-4-yl]-methyl-amine hydrochloride

HRID 272538Notes

Reaction equation

HRID 272538 reaction equation
[CH:1]1([N:6]2[CH2:11][CH2:10][N:9]([C:12]3[CH:17]=[C:16]([N:18](C)[C:19](=O)C)[CH:15]=[CH:14][N:13]=3)[CH2:8][CH2:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[ClH:23]>O.O1CCOCC1>[ClH:23].[CH:1]1([N:6]2[CH2:7][CH2:8][N:9]([C:12]3[CH:17]=[C:16]([NH:18][CH3:19])[CH:15]=[CH:14][N:13]=3)[CH2:10][CH2:11]2)[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 68942069N-[2-(4-Cyclopentyl-piperazin-1-yl)-pyridin-4-yl]-N-methyl-acetamide

Product 1

HCID 68942107[2-(4-Cyclopentyl-piperazin-1-yl)-pyridin-4-yl]-methyl-amine hydrochlorideYield 72%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

A mixture of 3.3 g (11 mmol) N-[2-(4-cyclopentyl-piperazin-1-yl)-pyridin-4-yl]-N-methyl-acetamide and 12 ml 4N HCl in 5 ml water and 25 ml dioxane was stirred at room temperature. After evaporation of the volatiles the residue was triturated with a mixture formed from acetone and dioxane and dried under vacuum to yield 2.3 g (72%) of the title compound (intermediate 10) as off-white solid. MS: (m/e): 261.2 (MH+).

Workup

  1. customAfter evaporation of the volatiles the residue
  2. customwas triturated with a mixture
  3. customformed from acetone and dioxane
  4. customdried under vacuum

Sources & evidence

ORD record
ord-41e5b8040ba640d598d84bcefb939f2d
Source dataset
uspto-grants-2008_11
Patent number
US07456175B2

Reaction notes

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