HCID 23000487, compound → HCID 23000459, compound

HRID 398033Notes

Reaction equation

HRID 398033 reaction equation
Cl[C:2]1[C:7]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=2)=[C:6]([C:15]2[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=2)[N:5]=[C:4]([C:21]2[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=2)[N:3]=1>C(O)C.[Pd]>[F:14][C:11]1[CH:12]=[CH:13][C:8]([C:7]2[C:6]([C:15]3[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=3)=[N:5][C:4]([C:21]3[CH:22]=[CH:23][N:24]=[CH:25][CH:26]=3)=[N:3][CH:2]=2)=[CH:9][CH:10]=1

Participants

4

Reactant 1

HCID 23000487HCID 23000487, compound

Product 1

HCID 23000459HCID 23000459, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A stirred mixture of 4-chloro-5-(4-fluorophenyl)-2,6-bis-(4-pyridyl)-pyrimidine (99 mg, 0.27 mmol) and 10% palladium-on-carbon (70 mg) in ethanol (10 ml) was hydrogenated under an atmosphere of hydrogen for 28 h. Filtration and evaporation of the solvent was followed by flash chromatography (ethyl acetate) on a column of silica gel to provide the title compound. MS (m/z): 329.2 (M+H)+; C20H13FN4requir. 328.4. 1H-NMR (CDCl3): d 8.91 (s, 1H, H-6, Pyrim.), 8.83, 8.65, 8.40, 7.45 (4 m, each 2H, Pyrid.), 7.30-7.06 (m, 4H, PhF).

Workup

  1. filtrationFiltration and evaporation of the solvent

Sources & evidence

ORD record
ord-977b758d50064121bc4e3df0109d1163
Source dataset
uspto-grants-2003_08
Patent number
US06610698B2

Reaction notes

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