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HCID 19389775, compound → 5-Pyrimidinol, 2-[4-[4-(4-chloro-1H-pyrazol-1-yl)butyl]-1-piperazinyl]-

HRID 1757060
Notes
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Reaction equation

HRID 1757060 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][N:5]([CH2:7][CH2:8][CH2:9][CH2:10][N:11]2[CH2:16][CH2:15][N:14]([C:17]3[N:22]=[CH:21][C:20]([O:23]CC4C=CC=CC=4)=[CH:19][N:18]=3)[CH2:13][CH2:12]2)[CH:6]=1>[Pd].C(O)C>[Cl:1][C:2]1[CH:3]=[N:4][N:5]([CH2:7][CH2:8][CH2:9][CH2:10][N:11]2[CH2:12][CH2:13][N:14]([C:17]3[N:18]=[CH:19][C:20]([OH:23])=[CH:21][N:22]=3)[CH2:15][CH2:16]2)[CH:6]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 19389775HCID 19389775, compound

Product 1

HCID 98626145-Pyrimidinol, 2-[4-[4-(4-chloro-1H-pyrazol-1-yl)butyl]-1-piperazinyl]-Yield 49%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Conditions

Temperature
24 °C

Procedure

A mixture of 6.87 g (16.07 mmol) of 2-{4-[4-(4-chloropyrazol-1-yl)butyl ]-1-piperazinyl}-5-benzyloxypyrimidine and 0.63 g of 10% palladium on carbon in 160 ml of ethanol is stirred for 12 hours under a hydrogen atmosphere at room temperature (24° C.) and at a pressure of 2 atmospheres. After filtration, washing with ethanol and evaporation to dryness, the product is chromatographed on silica gel, yielding 2.65 g (49%) of 2-{4-[4-(4-chloropyrazol-1-yl ) butyl]-1-piperazinyl}-5-hydroxypyrimidine with a melting point of 131°-2° C.

Workup

  1. filtrationAfter filtration
  2. washwashing with ethanol and evaporation to dryness
  3. customthe product is chromatographed on silica gel

Sources & evidence

ORD record
ord-dbe26b97de0f48609ff732ee145b83f1
Source dataset
uspto-grants-1995_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05444059

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes