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

HRID 1757060Notes

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

Participants

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

filtrationAfter filtration
washwashing with ethanol and evaporation to dryness
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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