36357-38-7

Basic information

• Product Name: 5-ACETYL-2-METHYLPYRIDINE
• Synonyms: 1-(6-methylpyridin-3-yl)ethan-1-one;1-(6-Methyl-3-pyridinyl)-ethanone;2-Methyl-5-acetylpyridine;5-Acetyl-2-picoline;Methyl 6-Methyl-3-pyridyl Ketone;NSC 27972;Ethanone, 1-(6-methyl-3-pyridinyl)-;5-Acetyl-2-methylpyridine
• CAS NO: 36357-38-7
• Molecular Formula: C₈H₉NO
• Molecular Weight: 135.16316
• EINECS: 252-995-8
• Product Categories: Pyridine;Heterocyclic Compounds;Nucleotides and Nucleosides;Bases & Related Reagents;Nucleotides;Pyridines
• Mol File: 36357-38-7.mol
• Article Data: 17

Chemical Properties

• Melting Point: 17.6°C
• Boiling Point: 55-56°C/Oil Pump
• Flash Point: 103.889 °C
• Appearance: pale-yellow oil
• Density: 1.0168
• Vapor Pressure: 0.004mmHg at 25°C
• Refractive Index: 1.5302 (estimate)
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 4.15±0.10(Predicted)
• Water Solubility: Partly miscible with water.
• CAS DataBase Reference: 5-ACETYL-2-METHYLPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-ACETYL-2-METHYLPYRIDINE(36357-38-7)
• EPA Substance Registry System: 5-ACETYL-2-METHYLPYRIDINE(36357-38-7)

Safety Data

• TSCA: Yes
• Hazardous Substances Data: 36357-38-7(Hazardous Substances Data)

Usage

Chemical Properties

Pale-Yellow Oil

Uses

5-Acetyl-2-methylpyridine is used in the preparation of pyridine-2,5-dicarboxylic acid by using potassium permanganate as an oxidant. Further, it serves as a ligand for Suzuki coupling.

InChI:InChI=1/C7H6ClNO/c1-5(10)6-2-3-7(8)9-4-6/h2-4H,1H3

Synthetic route

2-methyl-5-pyridylacetylene (1945-85-3) → 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7)

Conditions	Yield
With sulfuric acid In toluene at 80℃; for 3h; Inert atmosphere;	92%
With sulfuric acid In toluene at 50℃;	91%
Stage #1: 2-methyl-5-pyridylacetylene With sulfuric acid In toluene at 50℃; Stage #2: With sodium hydrogencarbonate In toluene	91%

Methyl 6-methylnicotinate (5470-70-2) → 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7)

Conditions	Yield
Stage #1: Methyl 6-methylnicotinate With sodium hydride In ethyl acetate; N,N-dimethyl-formamide; toluene at 80℃; for 10h; Stage #2: With sulfuric acid In water at 110℃; for 2h; Stage #3: With potassium carbonate In water pH=9;	65%
Multi-step reaction with 2 steps 1: NaH / dimethylformamide; toluene / 2.5 h / 80 °C 2: 10percent aq. H2SO4 / 2 h / Heating View Scheme

Methyl 6-methylnicotinate (5470-70-2) + ethyl acetate (141-78-6) → 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7)

Conditions	Yield
Stage #1: Methyl 6-methylnicotinate; ethyl acetate With sodium hydride In N,N-dimethyl-formamide; toluene at 80℃; for 10h; Stage #2: With sulfuric acid In water at 110℃; for 2h; Stage #3: With potassium carbonate In water pH=9;	65%
Stage #1: Methyl 6-methylnicotinate; ethyl acetate With lithium hexamethyldisilazane In tetrahydrofuran; N,N-dimethyl-formamide at -50 - 20℃; for 1h; Stage #2: With sulfuric acid In tetrahydrofuran; N,N-dimethyl-formamide at 0℃; for 4h; Reflux;

1-amino-1-buten-3-one (2976-86-5) → 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) + 1-(4-methyl-pyridin-3-yl)-ethanone (51227-30-6)

Conditions	Yield
for 15h; heating on water bath;	A 47% B n/a
for 15h; heating on water bath;

5-ethyl-2-methyl-pyridine (104-90-5) → 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7)

Conditions	Yield
Stage #1: 5-ethyl-2-methyl-pyridine With sulfuric acid; acetic anhydride; acetic acid Stage #2: With chromium(VI) oxide at 10 - 20℃; Stage #3: With sodium carbonate In water	31%
Stage #1: 5-ethyl-2-methyl-pyridine With chromium(VI) oxide; sulfuric acid; acetic anhydride In acetic acid at 20 - 30℃; for 24h; Stage #2: With sodium carbonate In water

2-hydroxy-2-(6-methyl-[3]pyridyl)-propionitrile → 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) + hydrogen cyanide (74-90-8)

Conditions	Yield
beim Aufbewahren an der Luft;

acetylacetaldehyde dimethyl acetal (5436-21-5) + 1-amino-1-buten-3-one (2976-86-5) → 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7)

Conditions	Yield
With ammonium acetate; acetic acid

1-amino-1-buten-3-one (2976-86-5) + (E)-4-chloro-3-buten-2-one (4643-20-3) → 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7)

ethyl 3-(2-methyl-5-pyridinyl)-3-oxopropanoate (21683-58-9) → 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7)

Conditions	Yield
With sulfuric acid for 2h; Heating; Yield given;
With sulfuric acid; water for 2h; Product distribution / selectivity; Heating / reflux;

methylmagnesium chloride (676-58-4) + N-methoxy-N-methyl-6-methylnicotinamide (221615-71-0) → 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7)

Conditions	Yield
In tetrahydrofuran Substitution;

2-methyl-5-<α-oxy-ethyl>-pyridine → 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7)

Conditions	Yield
With chromic acid; acetic acid

3-(1-hydroxyethyl)-6-methylpyridine (56019-64-8, 100189-16-0, 110338-86-8) + acetic acid (64-19-7) + chromic acid → 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7)

sodium salt of oxymethylenacetone → 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7)

Conditions	Yield
With ammonium acetate; diethyl ether; acetic acid
With ammonium acetate; diethyl ether; acetic acid

6-methyl-nicotinoyl chloride (51598-76-6) → 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: Et3N / CH2Cl2 2: tetrahydrofuran View Scheme

ethyl 6-methylnicotinate (21684-59-3) + ethyl acetate (141-78-6) → 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7)

Conditions	Yield
Stage #1: ethyl 6-methylnicotinate; ethyl acetate With sodium hydride In N,N-dimethyl-formamide; toluene at 80℃; for 2.5h; Stage #2: With sulfuric acid; water for 2h; Heating / reflux; Stage #3: With water; potassium carbonate at 0℃; Product distribution / selectivity;

methylmagnesium bromide (75-16-1) + N-methoxy-N-methyl-6-methylnicotinamide (221615-71-0) → 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7)

Conditions	Yield
In tetrahydrofuran; hexane at 0 - 20℃; for 16h;

Methyl 6-methylnicotinate (5470-70-2) + N,N-dimethyl-formamide (68-12-2, 33513-42-7) → 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7)

Conditions	Yield
Stage #1: Methyl 6-methylnicotinate; N,N-dimethyl-formamide With lithium hexamethyldisilazane In tetrahydrofuran; ethyl acetate at -50 - 20℃; for 1h; Stage #2: With sulfuric acid In tetrahydrofuran; ethyl acetate at 0℃; for 4h; Reflux;

(6-methylpyridin-3-yl)trifluoromethanesulfonate (111770-91-3) → 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: piperidine; Tri(p-tolyl)phosphine / palladium diacetate / toluene; 1-methyl-pyrrolidin-2-one / Inert atmosphere 1.2: 40 °C 1.3: 2 h / Reflux 2.1: sulfuric acid / toluene / 50 °C View Scheme
Multi-step reaction with 2 steps 1.1: piperidine / palladium diacetate; Tri(p-tolyl)phosphine / toluene; 1-methyl-pyrrolidin-2-one / 40 °C / Inert atmosphere 1.2: 2 h / Reflux 2.1: sulfuric acid / toluene / 50 °C View Scheme
Multi-step reaction with 3 steps 1: piperidine; palladium diacetate; Tri(p-tolyl)phosphine / toluene; 1-methyl-pyrrolidin-2-one / 16 h / 40 °C / Inert atmosphere 2: sodium hydroxide / toluene / 2 h / Inert atmosphere; Reflux 3: sulfuric acid / toluene / 3 h / 80 °C / Inert atmosphere View Scheme

5-Hydroxy-2-methylpyridine (1121-78-4) → 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: pyridine / dichloromethane / 1.5 h / 0 °C 2.1: piperidine; Tri(p-tolyl)phosphine / palladium diacetate / toluene; 1-methyl-pyrrolidin-2-one / Inert atmosphere 2.2: 40 °C 2.3: 2 h / Reflux 3.1: sulfuric acid / toluene / 50 °C View Scheme
Multi-step reaction with 3 steps 1.1: pyridine / dichloromethane / 1.5 h / 0 °C 2.1: piperidine / palladium diacetate; Tri(p-tolyl)phosphine / toluene; 1-methyl-pyrrolidin-2-one / 40 °C / Inert atmosphere 2.2: 2 h / Reflux 3.1: sulfuric acid / toluene / 50 °C View Scheme
Multi-step reaction with 4 steps 1: pyridine / dichloromethane / 1.5 h / 0 °C / Inert atmosphere 2: piperidine; palladium diacetate; Tri(p-tolyl)phosphine / toluene; 1-methyl-pyrrolidin-2-one / 16 h / 40 °C / Inert atmosphere 3: sodium hydroxide / toluene / 2 h / Inert atmosphere; Reflux 4: sulfuric acid / toluene / 3 h / 80 °C / Inert atmosphere View Scheme

2-methyl-4-(6-methylpyridin-3-yl)but-3-yn-2-ol (52535-35-0) → 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydroxide / toluene / 2 h / Inert atmosphere; Reflux 2: sulfuric acid / toluene / 3 h / 80 °C / Inert atmosphere View Scheme

5-bromo-2-methylpyridine (3430-13-5) + 1-(trimethylsilyl)ethanone (13411-48-8) → 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7)

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); cesium fluoride In 1,2-dichloro-ethane at 75℃; for 6h; Inert atmosphere; Sealed tube;	73 %Spectr.

6-methylnicotinic acid (3222-47-7) → 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 12 h / 20 °C 2: tetrahydrofuran; hexane / 16 h / 0 - 20 °C View Scheme

1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) → 2,2,2-trideuterio-1-(6-methylpyridin-3-yl)ethanone

Conditions	Yield
With chloroform-d1; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine at 22℃; for 0.5h;	99%

1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) + oxalic acid diethyl ester (95-92-1) → lithium (Z)-1-ethoxy-4-(6-methylpyridin-3-yl)-1,4-dioxobut-2-en-2-olate

Conditions	Yield
Stage #1: 1-(6-methyl-pyridin-3-yl)-ethanone With lithium hexamethyldisilazane In tetrahydrofuran for 1h; Cooling; Stage #2: oxalic acid diethyl ester In tetrahydrofuran at 20℃; for 4h; Cooling;	94%

morpholine (110-91-8) + 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) → 4-[(6-methyl-pyridin-3-yl)-thioacetyl]-morpholine (19733-95-0)

Conditions	Yield
With sulfur for 17h; Reflux;	93.3%
With sulfur In water; ethyl acetate at 110℃; for 7h;
With sulfur at 110℃; for 7h;

1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) + ethylene glycol (107-21-1) → 3-(2-methyl-1,3-dioxolan-2-yl)-6-methylpyridine (184766-45-8)

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 8h; Heating;	92%

1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) + 4-bromoohenyl methyl sulfone (3466-32-8) → 1-(6-methyl-3-pyridinyl)-2-[4-(methylsulfonyl)phenyl]ethanone (221615-75-4)

Conditions	Yield
With potassium phosphate; palladium(II) acetylacetonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1-methyl-pyrrolidin-2-one at 100℃; for 18h; Product distribution / selectivity; Inert atmosphere;	91%
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate In toluene for 5h; Concentration; Inert atmosphere; Reflux;	75%
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate In toluene for 4h; Concentration; Inert atmosphere; Reflux;	75%

1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) → 3-(1-hydroxyethyl)-6-methylpyridine (56019-64-8, 100189-16-0, 110338-86-8)

Conditions	Yield
With sodium tetrahydroborate In ethanol at 0℃; for 1.5h;	90%
With sodium tetrahydroborate In ethanol for 0.5h;	76%
With water; platinum Hydrogenation;

1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → 3-dimethylamino-1-(6-methyl-pyridin-3-yl)-2-propen-1-one

Conditions	Yield
for 18h; Heating / reflux;	90%

morpholine (110-91-8) + 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) → 6-methyl-3-pyridylthioacetmorpholide hydrochloride

Conditions	Yield
Stage #1: morpholine; 1-(6-methyl-pyridin-3-yl)-ethanone With sulfur for 16h; Reflux; Stage #2: With hydrogenchloride In tetrahydrofuran; water	87.9%

1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) → 1-(6-methyl-[3]pyridyl)-ethanone oxime (5470-72-4)

Conditions	Yield
With hydroxylamine hydrochloride; sodium acetate In ethanol at 25℃; for 7h;	85%

1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) → C8H13NO (1613133-67-7)

Conditions	Yield
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; C40H38I2N4(2+)*2CF3O3S(1-) In dichloromethane at 20℃; for 48h; Inert atmosphere;	83%

1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) → 6-methylnicotinic acid (3222-47-7)

Conditions	Yield
With nitric acid for 5h; Heating;	75.4%
With nitric acid

1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) + α-bromoacetophenone (70-11-1) → 5-Acetyl-2-methyl-1-(2-oxo-2-phenyl-ethyl)-pyridinium; bromide (111861-59-7)

Conditions	Yield
In butanone for 15h; Heating;	72%

1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) + 4-bromoohenyl methyl sulfone (3466-32-8) → 1-(6-methylpyridin-3-yl)-2-[(4-methylsulfonyl)-phenyl]-ethanone hydrochloride (1456699-02-7)

Conditions	Yield
Stage #1: 1-(6-methyl-pyridin-3-yl)-ethanone; 4-bromoohenyl methyl sulfone With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate In toluene at 60℃; for 3h; Inert atmosphere; Reflux; Stage #2: With hydrogenchloride In water; toluene at 25℃;	70%
Stage #1: 1-(6-methyl-pyridin-3-yl)-ethanone; 4-bromoohenyl methyl sulfone With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate In toluene for 3h; Inert atmosphere; Reflux; Stage #2: With hydrogenchloride Reflux;	70%

1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) + 4-bromoohenyl methyl sulfone (3466-32-8) → 1-(6-methylpyridin-3-yl)-2-[4-(methylsulfonyl)-phenyl]-ethanone hydrochloride salt

Conditions	Yield
Stage #1: 1-(6-methyl-pyridin-3-yl)-ethanone; 4-bromoohenyl methyl sulfone With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate In toluene at 60℃; Inert atmosphere; Reflux; Stage #2: With hydrogenchloride In water; toluene Reflux;	70%

1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) + 4-chlorophenyl methyl sulfone (98-57-7) → 1-(6-methyl-3-pyridinyl)-2-[4-(methylsulfonyl)phenyl]ethanone (221615-75-4)

Conditions	Yield
With palladium(II) acetylacetonate; potassium phosphate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In dimethyl sulfoxide at 150℃; for 16h; Inert atmosphere;	69%

1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) + ethyl Pentafluoropropionate (426-65-3) → 4,4,5,5,5-pentafluoro-3-hydroxy-1-(6-methyl-3-pyridyl)pent-2-en-1-one

Conditions	Yield
With lithium hydride In tetrahydrofuran Claisen Condensation;	69%

1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) + cyclohexylhydrazine (6498-34-6) → ethyl 1-cyclohexyl-5-(6-methylpyridin-3-yl)-1H-pyrazole-3-carboxylate

Conditions	Yield
In ethanol at 90℃; for 5h;	62%

1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → (S)-2-methyl-N-[(1R)-1-(6-methylpyridin-3-yl)ethyl]propane-2-sulfinamide

Conditions	Yield
Stage #1: 1-(6-methyl-pyridin-3-yl)-ethanone; (S)-2-methylpropane-2-sulfinamide In tetrahydrofuran at 80℃; for 2h; Stage #2: With L-Selectride In tetrahydrofuran at -78 - -70℃; for 1.5h;	34%

Dimethyl oxalate (553-90-2) + 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) → 2-hydroxy-4-(6-methylpyridin-3-yl)-4-oxo-but-2-enoic acid methyl ester (1276115-80-0)

Conditions	Yield
Stage #1: Dimethyl oxalate With sodium methylate In methanol for 0.25h; Claisen condensation; Stage #2: 1-(6-methyl-pyridin-3-yl)-ethanone In methanol at 30℃; for 0.0833333h; Claisen condensation; Microwave irradiation;	16%

1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) → 1-[6-(bromomethyl)-3-pyridinyl]ethanone

Conditions	Yield
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane at 90℃; for 12h;	16%

1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) → 2-(6-methyl-pyridin-3-yl)-acetamide (19733-98-3)

Conditions	Yield
Stage #1: 1-(6-methyl-pyridin-3-yl)-ethanone With pyridine; ammonia for 0.5h; Stage #2: With sulfur at 160℃; for 17h;	15%

furfural (98-01-1) + 1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) → 3-furan-2-yl-1-(6-methyl-pyridin-3-yl)-propenone (91718-59-1)

1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) + methyl magnesium iodide (917-64-6) → 2-(6-methylpyridin-3-yl)propan-2-ol (40472-90-0)

Conditions	Yield
With diethyl ether

1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) + hydrogen cyanide (74-90-8) → 2-hydroxy-2-(6-methyl-[3]pyridyl)-propionitrile

1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) + hydrogen cyanide (74-90-8) → 2-hydroxy-2-(6-methyl-[3]pyridyl)-propionic acid

Upstream product

• 56019-64-8 5-(1-hydroxyethyl)-2-methylpyridine 
• 64-19-7 acetic acid 
• 3222-47-7 6-methylnicotinic acid 
• 3430-13-5 5-bromo-2-methylpyridine 
• 13411-48-8 1-(trimethylsilyl)ethanone 
• 52535-35-0 2-methyl-4-(6-methylpyridin-3-yl)but-3-yn-2-ol 
• 1121-78-4 5-Hydroxy-2-methylpyridine 
• 111770-91-3 (6-methylpyridin-3-yl)trifluoromethanesulfonate 
• 1945-85-3 2-methyl-5-pyridylacetylene 
• 5470-70-2 Methyl 6-methylnicotinate 
• 141-78-6 ethyl acetate 
• 68-12-2 N,N-dimethyl-formamide 
• 75-16-1 methylmagnesium bromide 
• 221615-71-0 N-methoxy-N-methyl-6-methylnicotinamide 

Downstream Products

• 184766-45-8 3-(2-methyl-1,3-dioxolan-2-yl)-6-methylpyridine 
• 146062-57-9 3-(1-(methoxymethoxy)ethyl)-6-methylpyridine 
• 146062-44-4 Hydroxypioglitazone 
• 146062-45-5 Ketopioglitazone 
• 184766-50-5 2-[5-(2-methyl-1,3-dioxolan-2-yl)-2-pyridyl]ethanol 
• 184766-25-4 4-{2-[5-(1-methoxymethoxy-ethyl)-pyridin-2-yl]-ethoxy}benzaldehyde 
• 184766-55-0 4-{2-[5-(2-methyl-1,3-dioxolan-2-yl)-2-pyridyl]ethoxy}benzaldehyde 
• 184766-39-0 5-(4-(2-(5-(1-(methoxymethoxy)ethyl)pyridin-2-yl)ethoxy)benzyl)thiazolidine-2,4-dione 
• 184766-62-9 5-[1-(4-{2-[5-(2-Methyl-[1,3]dioxolan-2-yl)-pyridin-2-yl]-ethoxy}-phenyl)-meth-(Z)-ylidene]-thiazolidine-2,4-dione 
• 184766-66-3 5-(4-{2-[5-(2-Methyl-[1,3]dioxolan-2-yl)-pyridin-2-yl]-ethoxy}-benzyl)-thiazolidine-2,4-dione 
• 1026292-59-0 2-Imino-5-(4-{2-[5-(1-methoxymethoxy-ethyl)-pyridin-2-yl]-ethoxy}-benzyl)-thiazolidin-4-one 
• 146062-60-4 methyl 2-bromo-3-<4-<2-<5-(1-memthoxymethoxyethyl)-2-pyridyl>ethoxy>phenyl>propionate 
• 3613-73-8 dimebon 
• 21241-08-7 2-methyl-5-{2-[1-(4-methylphenyl)hydrazinyl]ethyl}pyridine 

Relevant articles and documents

PROCESS FOR PREPARING 5-[[4-[2-[5-(1-HYDROXYETHYL)-2-PYRIDINYL]ETHOXY]PHENYL]METHYL]-2,4-THIAZOLIDINEDIONE AND SALTS THEREOF

The disclosure provides a process of making the compound of Formula I, and pharmaceutically acceptable salts thereof: and the process of making the intermediate of Formula III: wherein PG is as defined as set forth in the specification.

Palladium-catalyzed acetylation of arenes

A simple method for the preparation of aryl methyl ketones is reported. The transformation involves the Pd-catalyzed coupling of an acyl anion equivalent, acetyltrimethylsilane, with aryl bromides to afford the corresponding acetylated arenes in synthetically useful yields. The methodology is tolerant of heterocycles and provides a new method for arene functionalization.

PROCESS FOR PREPARING 1-(6-METHYLPYRIDIN-3-YL)-2-[4-(METHYLSULFONYL)PHENYL]ETHANONE, AN INTERMEDIATE OF ETORICOXIB

A process for preparing 1-(6-methylpyridin-3-yl)-2-[4-(methyl sulfonyl)phenyl]ethanone, an intermediate of the synthesis of Etoricoxib. The synthesis of the intermediates useful for such preparation is also described.