HCID 23000487, compound → HCID 23000459, compound

HRID 2188467Notes

Reaction equation

HRID 2188467 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 (4m, each 2H, Pyrid.), 7.30-7.06 (m, 4H, PhF).

Workup

  1. filtrationFiltration and evaporation of the solvent

Sources & evidence

ORD record
ord-d7698d6324ae44628d0eb23f172742c5
Source dataset
uspto-grants-2002_06
Patent number
US06410729B1

Reaction notes

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