3-(Chloromethyl)pyridine → HCID 45283568, compound

HRID 2102490Notes

Reaction equation

HRID 2102490 reaction equation
[Cl:1][CH2:2][C:3]1[CH:4]=[N:5][CH:6]=[CH:7][CH:8]=1.O.O.O.O.O.O.[NH:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1>>[ClH:1].[ClH:1].[ClH:1].[N:5]1[CH:6]=[CH:7][CH:8]=[C:3]([CH2:2][N:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)[CH:4]=1

Participants

3

Reactant 2

HCID 183583-(Chloromethyl)pyridineHCID 120181Piperazine, hexahydrate

Product 1

HCID 45283568HCID 45283568, compoundYield 62%

Procedure

A mixture of 3-chloromethylpyridine and piperazine hexahydrate was treated according to the general preparation 1 to obtain N-(3-pyridylmethyl) piperazine trihydrochloride (62%). A mixture of the above product (3 mmol) and 2-chloro-1-phenylethanol (3.2 mmol) was treated according to the general preparation 2 to obtain the N1-(3-pyridylmethyl)-N4-phenacyl piperazine trihydrochloride (0.85 g, 2 mmol), which was reduced according to the general preparation 3 to obtain 0.61 g of the title compound, yield 72%, mp. 180-182° C.).

Workup

  1. additionwas treated
  2. customaccording to the general preparation 1

Sources & evidence

ORD record
ord-1dc258d281534f20bcf18c6d39c5bb49
Source dataset
uspto-grants-2009_08
Patent number
US07576086B2

Reaction notes

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