1-(2-Pyridyl)piperazine → HCID 14839515, compound

HRID 2107558Notes

Reaction equation

HRID 2107558 reaction equation
Cl.Cl[CH2:3][CH2:4][C:5]1[S:9][C:8]([NH2:10])=[N:7][CH:6]=1.[N:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[N:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1.C(=O)(O)[O-].[Na+]>CN(C)C=O>[N:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[N:17]1[CH2:18][CH2:19][N:20]([CH2:3][CH2:4][C:5]2[S:9][C:8]([NH2:10])=[N:7][CH:6]=2)[CH2:21][CH2:22]1

Participants

5

Reactant 3

HCID 944591-(2-Pyridyl)piperazineHCID 516892Sodium BicarbonateHCID 13637166HCID 13637166, compound

Product 1

HCID 14839515HCID 14839515, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 5.84 g of 5-(2-chloroethyl)-2thiazolamine, monohydrochloride (Example C), and 5.27 g of 1-(2-pyridyl)piperazine in 100 ml of dimethylformamide containing 12.3 g of sodium bicarbonate is stirred at 80°-90° C. for 18 hours. The mixture is filtered and the filtrate concentrated to dryness. Chromatography (medium-pressure liquid chromatography, silica gel, 5% methanol-95% chloroform) of the resulting oil affords 5-[2-[4-(2-pyridinyl)-1-piperazinyl]ethyl]-2-thiazolamine as a tan solid; mp 158°-161° C.

Workup

  1. filtrationThe mixture is filtered
  2. concentrationthe filtrate concentrated to dryness

Sources & evidence

ORD record
ord-d18a5bc7e7e04ff282efbcca5a25bdd0
Source dataset
uspto-grants-1990_06
Patent number
US04935424

Reaction notes

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