Hydrochloric Acid → HCID 17952276, compound

HRID 1592777Notes

Reaction equation

HRID 1592777 reaction equation
[ClH:1].C(OC([N:9]1[CH2:14][CH2:13][N:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[CH2:21][N:22]2[CH2:26][CH2:25][CH2:24][CH2:23]2)[CH2:11][CH2:10]1)=O)(C)(C)C>O1CCOCC1>[ClH:1].[ClH:1].[N:22]1([CH2:21][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[N:12]2[CH2:11][CH2:10][NH:9][CH2:14][CH2:13]2)[CH2:23][CH2:24][CH2:25][CH2:26]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 17952254HCID 17952254, compound

Product 1

HCID 17952276HCID 17952276, compoundYield 87.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A 4M solution of HCl in dioxane (20 mL) was added to a solution of 4-(2-Pyrrolidin-1-ylmethyl-phenyl)-piperazine-1-carboxylic acid t-butyl ester (2.01 gm, 5.82 mmol). The solution was stirred at r.t. overnight under a nitrogen and then concentrated to remove dioxane. Diethyl ether was added and the solution was concentrated (2×). Diethyl ether was added and the product was isolated by suction filtration and then washed with diethyl ether. Vacuum drying at 50° C. overnight gave 1-(2-Pyrrolidin-1-ylmethyl-phenyl)-piperazine 2HCl (1.62 g, 87.6%). MS (m/z, ES+): 246.1.

Workup

  1. concentrationconcentrated
  2. customto remove dioxane
  3. additionDiethyl ether was added
  4. concentrationthe solution was concentrated (2×)
  5. additionDiethyl ether was added
  6. customthe product was isolated by suction filtration
  7. washwashed with diethyl ether
  8. customVacuum drying at 50° C. overnight

Sources & evidence

ORD record
ord-5fee7273b39d464597221be796f9a2e2
Source dataset
uspto-grants-2007_11
Patent number
US07291619B2

Reaction notes

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