Hydrochloric Acid → 5-(4-Fluorophenyl)-2-piperazin-1-ylpyrimidine dihydrochloride

HRID 393702Notes

Reaction equation

HRID 393702 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[N:19]=[CH:18][C:17]([C:20]3[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=3)=[CH:16][N:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:27]>CO.ClCCl.C(OCC)C>[ClH:27].[ClH:27].[F:26][C:23]1[CH:24]=[CH:25][C:20]([C:17]2[CH:16]=[N:15][C:14]([N:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)=[N:19][CH:18]=2)=[CH:21][CH:22]=1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 69850026Tert-butyl 4-[5-(4-fluorophenyl)pyrimidin-2-yl]piperazine-1-carboxylate

Product 1

HCID 226466725-(4-Fluorophenyl)-2-piperazin-1-ylpyrimidine dihydrochloride

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

4-[5-(4-Fluorophenyl)pyrimidin-2-yl]piperazine-1-carboxylic acid tert-butyl ester (0.99 g) was dissolved in a mixture of methanol (30 ml) and dichloromethane (10 ml) and treated dropwise with a 1.0 M solution of HCl in diethyl ether (60 ml). After stirring for 24 h, the resultant suspension was filtered and the precipitate was washed with 1:1 diethyl ether/methanol, followed by diethyl ether and dried under vacuum, to furnish the title compound as an off white solid (0.86 g, 94%).

Workup

  1. filtrationthe resultant suspension was filtered
  2. washthe precipitate was washed with 1:1 diethyl ether/methanol
  3. customdried under vacuum

Sources & evidence

ORD record
ord-f2eeb559f9154289a9f8c59bd8e05b41
Source dataset
uspto-grants-2004_10
Patent number
US06809100B2

Reaction notes

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