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18162-48-6872-50-4Methylene ChloridenaphthaleneTHFTitanium Dioxide
152121-41-0

1-(4-Fluorophenyl)-2-(4-pyridinyl)-1,2-ethanedione synthesis

7synthesis methods
1,2-Ethanediol, 1-(4-fluorophenyl)-2-(4-pyridinyl)-

152121-40-9
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1-(4-Fluorophenyl)-2-(4-pyridinyl)-1,2-ethanedione

152121-41-0
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Yield:152121-41-0 94%

Reaction Conditions:

Stage #1: 1-(4-fluorophenyl)-2-pyridin-4-ylethane-1,2-diolwith oxalyl dichloride;dimethyl sulfoxide in dichloromethane at -60; for 0.5 h;
Stage #2: with triethylamine in dichloromethane;dimethyl sulfoxide at -60 - 20;

Steps:

13.c

1 -(4-Fluorophenyl)-2-pyridin-4-ylethane-1 ,2-dione To a stirred cooled solution (-6O0C) of oxalyl chloride (3.55 mL, 40.8 mmol) in CH2CI2 (16 mL) a solution of dimethyl sulfoxide (4.0 mL) in CH2CI2 was added dropwise. Five minutes later a solution of 1-(4-fluorophenyl)-2-pyridin-4-ylethane-1 ,2-diol (4.Og, 17 mmols) in DMSO/CH2CI2 (32 mL/13 mL) was dropped. The mixture was allowed to stir for 30 min at -6O0C and then triethylamine (24 mL) was added. When the reaction reached room EPO temperature was diluted with water and dichloromethane. The organic phases were washed with water and brine and dried (MgSO4). After removal of the solvent under vacuum, the resulting solid was triturated with hexane to afford the title compound as an orange solid (3.68 g, 94%). δ 1H-NMR (CDCI3): 8.90 (d, 2H), 8.01 (m, 2H), 7.79 (d, 2H), 7.22 (dd, 2H).

References:

WO2007/17096,2007,A1 Location in patent:Page/Page column 58-59

6576-05-2 Synthesis
1-(4-FLUORO-PHENYL)-2-PYRIDIN-4-YL-ETHANONE

6576-05-2
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$137.00/100mg

1-(4-Fluorophenyl)-2-(4-pyridinyl)-1,2-ethanedione

152121-41-0
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References
2-(4-FLUORO-PHENYL)-1-PYRIDIN-4-YL-ETHANONE

115858-98-5
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1-(4-Fluorophenyl)-2-(4-pyridinyl)-1,2-ethanedione

152121-41-0
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References
4-Methylpyridine

108-89-4
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$14.00/25mL

1-(4-Fluorophenyl)-2-(4-pyridinyl)-1,2-ethanedione

152121-41-0
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References
451-46-7 Synthesis
Ethyl 4-fluorobenzoate

451-46-7
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$5.00/5g

1-(4-Fluorophenyl)-2-(4-pyridinyl)-1,2-ethanedione

152121-41-0
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References