Hydrochloric Acid → HCID 22321669, compound

HRID 496614Notes

Reaction equation

HRID 496614 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][C:16]2[CH:21]=[CH:20][N:19]=[CH:18][C:17]=2[F:22])[CH2:10][CH2:9]1)(OC(C)(C)C)=O.[ClH:23]>CO.C1(OC)C=CC=CC=1.C(OCC)C>[ClH:23].[ClH:23].[ClH:23].[F:22][C:17]1[CH:18]=[N:19][CH:20]=[CH:21][C:16]=1[CH2:15][CH2:14][N:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 22321629HCID 22321629, compound

Product 1

HCID 22321669HCID 22321669, compoundYield 84%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 3283Diethyl EtherSolventHCID 7519AnisoleSolvent

Procedure

1-Boc-4-[2-(3-fluoropyridin-4-yl)ethyl]piperazine (6.0 g, 19.4 mmol) was dissolved in methanol (20 mL) and anisole (6 mL). To this solution, concentrated hydrochloric acid (15 mL) was added and the mixture stirred for 1 h. The solvents were removed under vacuum to provide a yellow solid. The residue was suspended in diethyl ether and sonicated for 1 h. The product was recovered by vacuum filtration, and the solid dried under vacuum to provide 1-[2-(3-fluoropyridin-4-yl)ethyl]piperazine trihydrochloride (5.2 g, 84%) as an off white solid.

Workup

  1. customThe solvents were removed under vacuum
  2. customto provide a yellow solid
  3. customsonicated for 1 h
  4. filtrationThe product was recovered by vacuum filtration
  5. customthe solid dried under vacuum

Sources & evidence

ORD record
ord-b4b1858f14b04f16849d80882b21a165
Source dataset
uspto-grants-2005_09
Patent number
US06946467B2

Reaction notes

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