Hydrochloric Acid → 4-Chloro-6-(piperazin-1-yl)pyrimidine hydrochloride

HRID 2289553Notes

Reaction equation

HRID 2289553 reaction equation
Cl.C(OC([N:9]1[CH2:14][CH2:13][N:12]([C:15]2[CH:20]=[C:19]([Cl:21])[N:18]=[CH:17][N:16]=2)[CH2:11][CH2:10]1)=O)(C)(C)C>C(OCC)(=O)C>[ClH:21].[Cl:21][C:19]1[N:18]=[CH:17][N:16]=[C:15]([N:12]2[CH2:13][CH2:14][NH:9][CH2:10][CH2:11]2)[CH:20]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18697980tert-Butyl 4-(6-chloropyrimidin-4-yl)piperazine-1-carboxylate

Product 1

HCID 186979794-Chloro-6-(piperazin-1-yl)pyrimidine hydrochlorideYield 200.4%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

Ethyl acetate saturated with gaseous HCl was added to a solution of 1-(tert-butoxycarbonyl)-4-(6-chloro-pyrimidin-4-yl)piperazine (16.80 g) in ethyl acetate (50 ml) and the resulting suspension stirred at ambient temperature for 3 hours. Solvent was evaporated to give (6-chloro-pyrimidin-4-yl)piperazine hydrochloride (13.25 g) as a cream solid.

Workup

  1. customSolvent was evaporated

Sources & evidence

ORD record
ord-43ece320d2f443b68284d114248a097a
Source dataset
uspto-grants-2000_07
Patent number
US06093718

Reaction notes

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