140-76-1

Basic information

• Product Name: 2-Methyl-5-vinylpyridine
• Synonyms: 2,5-Methylvinylpyridine;2-Methyl-5-vinylpridine;2-Picoline, 5-vinyl-;5-Vinyl-2-picoline;Pyridine, 2-methyl-5-vinyl-;Pyridine, 5-ethenyl-2-methyl-;5-Vinyl-ALPHA-picoline;5-Ethenyl-2-methypyridine
• CAS NO: 140-76-1
• Molecular Formula: C₈H₉N
• Molecular Weight: 119.16
• EINECS: 205-432-5
• Mol File: 140-76-1.mol

Chemical Properties

• Melting Point: -12.0 °C
• Boiling Point: 212.46°C (rough estimate)
• Flash Point: 56.618 °C
• Appearance: Clear to faintly opalescent liquid
• Density: 1.0000 (rough estimate)
• Vapor Pressure: 1.535mmHg at 25°C
• Refractive Index: 1.5330 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 5.58±0.10(Predicted)
• CAS DataBase Reference: 2-Methyl-5-vinylpyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-5-vinylpyridine(140-76-1)
• EPA Substance Registry System: 2-Methyl-5-vinylpyridine(140-76-1)

Safety Data

• RIDADR: 2810
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 140-76-1(Hazardous Substances Data)

Usage

Uses

Used in Chemical Industry:
2-Methyl-5-vinylpyridine is used as a monomer for resins for its ability to form polymers with specific properties, such as enhanced durability and chemical resistance.
Used in Oil Industry:
It is used as an oil additive to improve the performance and efficiency of the oil, potentially enhancing its lubricating properties and reducing wear and tear on machinery.
Used in Mining Industry:
2-Methyl-5-vinylpyridine is used as an ore flotation agent, which helps in the separation of valuable minerals from waste materials during the mining process.
Used in Textile Industry:
It is used as a dye acceptor, allowing for the efficient and effective application of dyes to fabrics, resulting in vibrant and long-lasting colors.

Reactivity Profile

2-Methyl-5-vinylpyridine neutralizes acids in exothermic reactions to form salts plus water. Can polymerize exothermically. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Health Hazard

2-Methyl-5-vinylpyridine is moderately toxic by ingestion, inhalation, and absorption through the skin.

Fire Hazard

When heated to decomposition, 2-Methyl-5-vinylpyridine emits toxic fumes of nitrogen oxides. (Non-Specific -- Combustible Liquid, n.o.s.) Flammable/combustible material; may be ignited by heat, sparks, or flames. Vapors may travel to a source of ignition and flash back. Container may explode in heat of fire.

Potential Exposure

2-Methyl-5-vinylpyridine is used as a monomer for resins; oil additive; ore flotation agent; and dye acceptor.

Shipping

UN3073 Vinylpyridines, stabilized, Hazard class: 6.1; Labels: 6.1-Poison Inhalation Hazard, 3- Flammable liquid, 8-Corrosive material. UN2810 Toxic liquids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1- Poisonous materials, Technical Name Required.

Incompatibilities

Can polymerize exothermically. May form explosive mixture with air. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, hydrides and other strong reducing agents. 2-Methyl-5-vinylpyridine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

InChI:InChI=1/C8H9N/c1-3-8-5-4-7(2)9-6-8/h3-6H,1H2,2H3

Synthetic route

1-(6-methylpyridin-3-yl)ethanol maleate → 2-methyl-5-vinylpyridine (140-76-1)

Conditions	Yield
Stage #1: 1-(6-methylpyridin-3-yl)ethanol maleate With thionyl chloride; sodium hydroxide In Isopropyl acetate Stage #2: With potassium hydroxide In 1-methyl-pyrrolidin-2-one at 50℃; for 4h;	99%

5-bromo-2-methylpyridine (3430-13-5) + tri-n-butyl(vinyl)tin (7486-35-3) → 2-methyl-5-vinylpyridine (140-76-1)

Conditions	Yield
tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; N,N-dimethyl-formamide at 20 - 100℃; Inert atmosphere;	47%

5-ethyl-2-methyl-pyridine (104-90-5) → 2-methyl-5-vinylpyridine (140-76-1)

Conditions	Yield
With cerium(IV) oxide; carbon dioxide at 700℃; Siliciumdioxid;
With carbon dioxide; tungsten(VI) oxide at 700℃; Siliciumdioxid;
With zinc oxide-chromium oxide-iron oxide-aluminium oxide; steam; potassium oxide at 600℃;
With chromium corundum at 600℃;

(+-)-1-<6-methyl-<3>pyridyl>-ethanol → 2-methyl-5-vinylpyridine (140-76-1)

Conditions	Yield
With calcium hydrogen phosphate at 450℃;
With potassium hydrogensulfate at 230℃;

(+-)-1-acetoxy-1-<6-methyl-<3>pyridyl>-ethane → 2-methyl-5-vinylpyridine (140-76-1)

Conditions	Yield
With acetone at 570℃; Pyrolysis;

5-ethyl-2-methyl-pyridine (104-90-5) + steam → 2-methyl-5-vinylpyridine (140-76-1) + 3-ethyl-pyridin; additional product: 3-methyl-pyridine + 3-vinyl-pyridin; additional product: 2-methyl-pyridine + 2,5-dimethyl-pyridin; additional product: pyridine

Conditions	Yield
at 580 - 600℃; Leiten ueber durch Kaliumoxid aktivierte Zinkoxid-Chromoxid-Eisenoxid-Aluminiumoxid-Katalysatoren;

5-ethyl-2-methyl-pyridine (104-90-5) → 2-methyl-5-vinylpyridine (140-76-1) + pyridine-3-carbonitrile (100-54-9) + 5-ethyl-pyridine-2-carbonitrile (14178-13-3) + 2-cyano-5-vinylpyridine

Conditions	Yield
With ammonia; water; oxygen; vanadia; titanium(IV) oxide at 380℃; Product distribution; Further Variations:; reaction times;

2-methyl-5-formylpyridine (53014-84-9) + Methyltriphenylphosphonium bromide (1779-49-3) → 2-methyl-5-vinylpyridine (140-76-1)

Conditions	Yield
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In diethyl ether at 5℃; for 1h; Stage #2: 2-methyl-5-formylpyridine In diethyl ether at 10℃; for 0.5h; Solvent;	38.2 g
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; Stage #2: 2-methyl-5-formylpyridine In tetrahydrofuran; hexane at 0 - 20℃;

2-methyl-5-vinylpyridine sesqui-oxalate → 2-methyl-5-vinylpyridine (140-76-1)

Conditions	Yield
With potassium hydroxide In tert-butyl methyl ether; water pH=~ 14; Product distribution / selectivity;

5-bromo-2-methylpyridine (3430-13-5) + potassium vinyltrifluoroborate → 2-methyl-5-vinylpyridine (140-76-1)

Conditions	Yield
With caesium carbonate; triphenylphosphine In water at 75 - 80℃; for 19h; Inert atmosphere;
With caesium carbonate; triphenylphosphine In water at 75 - 80℃; for 19h; Inert atmosphere;
With caesium carbonate; triphenylphosphine In water at 75 - 80℃; for 19h; Inert atmosphere;

2-methyl-5-vinylpyridinium DL-hydrogentartrate → 2-methyl-5-vinylpyridine (140-76-1)

Conditions	Yield
With sodium hydroxide In tert-butyl methyl ether; water at 21 - 24℃; for 0.5h;

5-bromo-2-methylpyridine (3430-13-5) → 2-methyl-5-vinylpyridine (140-76-1)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: butyl magnesium bromide; methyllithium / tetrahydrofuran / 0.5 h / -10 - 0 °C 1.2: 1 h 1.3: 1 h / 40 °C 2.1: thionyl chloride; sodium hydroxide / Isopropyl acetate 2.2: 4 h / 50 °C View Scheme

6-methyl-3-pyridinemethanol (34107-46-5) → 2-methyl-5-vinylpyridine (140-76-1)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: Chloro-oxo-acetic acid; dimethyl sulfoxide / dichloromethane / 0.17 h / -78 °C 1.2: 2.5 h / -78 °C 1.3: -78 - 20 °C 2.1: n-butyllithium / tetrahydrofuran; hexane / -78 - 20 °C 2.2: 0 - 20 °C View Scheme

Methyl 6-methylnicotinate (5470-70-2) → 2-methyl-5-vinylpyridine (140-76-1)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium bis(2-methoxyethoxy)aluminium dihydride / diethyl ether; toluene / 1.5 h / 20 °C / Inert atmosphere; Reflux 1.2: 0 °C 2.1: Chloro-oxo-acetic acid; dimethyl sulfoxide / dichloromethane / 0.17 h / -78 °C 2.2: 2.5 h / -78 °C 2.3: -78 - 20 °C 3.1: n-butyllithium / tetrahydrofuran; hexane / -78 - 20 °C 3.2: 0 - 20 °C View Scheme

2-methyl-5-vinylpyridine (140-76-1) + iodobenzene (591-50-4) → 2-methyl-5-phenethylpyridine (157993-44-7)

Conditions	Yield
With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran at 50℃; for 3h;	99%

2-methyl-5-vinylpyridine (140-76-1) + allyl bromide (106-95-6) → 1-allyl-2-methyl-5-vinylpyridinium bromide

Conditions	Yield
With 10H-phenothiazine In acetonitrile at 20℃; for 24h; Alkylation;	91%

2-methyl-5-vinylpyridine (140-76-1) + diphenylphosphane (829-85-6) → 5-[2-(diphenylphosphino)ethyl]-2-methylpyridine

Conditions	Yield
With tetrakis(triethylphosphite)nickel(0); triethylamine In toluene at 130℃; for 20h;	90%
With Ni[P(OEt)3]4; triethylamine In benzene at 130℃; for 20h;	90%

2-methyl-5-vinylpyridine (140-76-1) + epichlorohydrin (106-89-8) → 1-(2,3-epoxypropyl)-2-methyl-5-vinylpyridinium chlride

Conditions	Yield
With hydroquinone In water; acetone at 20℃; for 120h; Alkylation;	89%

2-methyl-5-vinylpyridine (140-76-1) + bis(trimethylsilyl)phosphonite (30148-50-6) → C14H28NO2PSi2 (188935-62-8)

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) at 100 - 130℃;	89%

2-methyl-5-vinylpyridine (140-76-1) + 4β-[2-(N-acetylamino)-5-iodobenzoyloxy]-1α,14α,16β-trimethoxy-20-ethylaconitane-8,9-diol (941601-16-7) → (E)-4β-{2-acetylamino-5-[2-(6-methylpyridin-3-yl)ethenyl]}benzoyloxy-20-ethyl-1α,14α,16β-trimethoxyaconitane-8,9-diol

Conditions	Yield
With triethylamine; tris-(o-tolyl)phosphine; bis(dibenzylideneacetone)-palladium(0) In N,N-dimethyl-formamide at 100℃; for 4h; Heck reaction;	86%

2-methyl-5-vinylpyridine (140-76-1) → 6-methylnicotinic acid (3222-47-7)

Conditions	Yield
With potassium permanganate In water at 80℃; for 0.05h;	84.2%
With potassium hydroxide; potassium permanganate In water; acetone at 30℃; for 2h; Title compound not separated from byproducts;

2-methyl-5-vinylpyridine (140-76-1) + buta-1,3-diene (106-99-0) → 2-methyl-5-(3-cyclohexenyl)pyridine

Conditions	Yield
With zirconocene dichloride In benzene at 150℃; for 4h;	80%

2-methyl-5-vinylpyridine (140-76-1) + acrylic acid (79-10-7) → 3-(2-methyl-5-vinyl-1-pyridinio)propionate

Conditions	Yield
With hydroquinone In water at 15 - 80℃; for 72h; Alkylation;	80%

2-methyl-5-vinylpyridine (140-76-1) + 2.8-dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole (19686-05-6) → dimebon (3613-73-8)

Conditions	Yield
With potassium phosphate In ISOPROPYLAMIDE at 100℃; for 24h; Inert atmosphere;	80%
With potassium hydroxide In 1-methyl-pyrrolidin-2-one at 100℃;	55%
With potassium hydroxide In diethylene glycol dimethyl ether at 120℃; for 42h; Product distribution / selectivity;	52%
With sodium ethanolate; sodium In dimethyl sulfoxide at 90 - 95℃;
With potassium phosphate In ISOPROPYLAMIDE at 130℃;

2-methyl-5-vinylpyridine (140-76-1) + divinyl sulfide (627-51-0) → polymer, with 96.04% of 2-methyl-5-vinylpyridine units and 3.97% of divinyl sulfide units; monomer(s): divinyl sulfide; 2-methyl-5-vinylpyridine

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In N,N-dimethyl-formamide at 60℃;	79%

2-methyl-5-vinylpyridine (140-76-1) + p-toluidine (106-49-0) → 4-methyl-N-(2-(6-methylpyridin-3-yl)ethyl)aniline (21241-10-1)

Conditions	Yield
With sodium at 100℃; for 7h;	78%

2-methyl-5-vinylpyridine (140-76-1) + bis(2-phenylethyl)phosphine oxide (27440-52-4) → 5-[2-(Diphenethyl-phosphinoyl)-ethyl]-2-methyl-pyridine (209742-25-6)

Conditions	Yield
With potassium hydroxide; water; dimethyl sulfoxide; hydroquinone at 60℃; for 4h;	74%

2-methyl-5-vinylpyridine (140-76-1) → bis[2-(4-methyl-3-pyridyl)ethyl]phosphine (149672-64-0)

Conditions	Yield
With potassium hydroxide; hydrogen; phosphan; hydroquinone In water; dimethyl sulfoxide at 60℃; for 2.5h;	73%
With potassium hydroxide; hydrogen; phosphan In dimethyl sulfoxide at 45℃;	70%
With phosphorus

2-methyl-5-vinylpyridine (140-76-1) → Pyridine-2,5-dicarboxylic acid (100-26-5)

Conditions	Yield
With potassium permanganate In water at 98℃; for 3.15h;	72.4%

2-methyl-5-vinylpyridine (140-76-1) + methyl 2-(N-acetylamino)-5-iodobenzoate (208659-18-1) → methyl (E)-2-(acetylamino)-5-[2-(6-methylpyridin-3-yl)ethenyl]benzoate

Conditions	Yield
With triethylamine; tris-(o-tolyl)phosphine; bis(dibenzylideneacetone)-palladium(0) In N,N-dimethyl-formamide at 100℃; for 4h; Heck reaction;	72%
Heck reaction;

2-methyl-5-vinylpyridine (140-76-1) + C27H26INO6 (1039433-18-5) → C35H34N2O6 (1062211-55-5)

Conditions	Yield
With triethylamine; tris-(o-tolyl)phosphine; palladium diacetate In N,N-dimethyl-formamide at 150℃; Heck reaction;	71%

2-methyl-5-vinylpyridine (140-76-1) + 2,3-dicyclopropyl-1,3-butadiene (80393-10-8) → 5-(3,4-Dicyclopropyl-cyclohex-3-enyl)-2-methyl-pyridine

Conditions	Yield
With zirconocene dichloride In benzene at 150℃; for 4h;	70%

2-methyl-5-vinylpyridine (140-76-1) + 2,3-dimethyl-buta-1,3-diene (513-81-5) → 5-(3,4-Dimethyl-cyclohex-3-enyl)-2-methyl-pyridine

Conditions	Yield
With zirconocene dichloride In benzene at 150℃; for 4h;	70%

2-methyl-5-vinylpyridine (140-76-1) + (diisopropoxyphosphinoyl)formhydroximoyl chloride (127933-57-7) → 3-(diisopropoxyphosphinoyl)-5-(2-methylpyridin-5-yl)isoxazoline

Conditions	Yield
With triethylamine In diethyl ether for 1h; Ambient temperature;	69%

2-methyl-5-vinylpyridine (140-76-1) → bis[2-(4-methyl-3-pyridyl)ethyl]phosphinic acid (149672-62-8) + tris[2-(4-methyl-3-pyridyl)ethyl]phosphine oxide

Conditions	Yield
With potassium hydroxide; hydrogen; phosphan In water; dimethyl sulfoxide at 48 - 50℃; for 5h;	A 68% B 5%

2-methyl-5-vinylpyridine (140-76-1) + naphthalene-2-carboxylate (93-09-4) → C19H17NO

Conditions	Yield
With 2,4,6-trimethyl-pyridine; methylene blue; triphenylphosphine In N,N-dimethyl acetamide at 20℃; Inert atmosphere; Irradiation;	68%

2-methyl-5-vinylpyridine (140-76-1) + C25H24INO5 (1039433-14-1) → C33H32N2O5 (1062211-52-2)

Conditions	Yield
With triethylamine; tris-(o-tolyl)phosphine; palladium diacetate In N,N-dimethyl-formamide at 150℃; Heck reaction;	67%

2-methyl-5-vinylpyridine (140-76-1) + 2,9-dimethyl-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole (1009631-54-2) → 2,9-dimethyl-6-[2-(6-methylpyridin-3-yl)ethyl]-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole (1009631-99-5)

Conditions	Yield
With tetrabutylammonium sulfate; potassium hydroxide In water; dimethyl sulfoxide at 80℃;	65%

2-methyl-5-vinylpyridine (140-76-1) → tris[2-(4-methyl-3-pyridyl)ethyl]phosphine oxide

Conditions	Yield
With phosphorus; potassium hydroxide; water; hydroquinone In dimethyl sulfoxide at 90 - 95℃; for 3h;	47%
Multi-step reaction with 2 steps 1: 70 percent Turnov. / PH3, H2, hydroquinone, KOH / dimethylsulfoxide; H2O / 0.5 h / 65 - 67 °C 2: 100 percent / air / 0.5 h / Ambient temperature View Scheme
Multi-step reaction with 2 steps 1: 28 percent / PH3, H2, hydroquinone, KOH / dimethylsulfoxide; H2O / 6 h / 65 - 67 °C 2: 100 percent / air / 0.5 h / Ambient temperature View Scheme
Multi-step reaction with 2 steps 1: 4 percent / P, KOH, hydroquinone, H2O / dimethylsulfoxide / 1 h / 90 °C / Irradiation 2: 100 percent / O2 / 24 h View Scheme

2-methyl-5-vinylpyridine (140-76-1) + 6-(methoxycarbonyl)-7-(trifluoromethylsulfonyloxy)-2H-chromen-2-one (1400766-72-4) → (E)-6-(methoxycarbonyl)-7-[2-(6-methylpyridin-3-yl)vinyl]-2Н-chromen-2-one (1400766-81-5)

Conditions	Yield
With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine In N,N-dimethyl-formamide at 135 - 140℃; for 16h; Heck Reaction; Inert atmosphere;	43%

2-methyl-5-vinylpyridine (140-76-1) → bis[2-(4-methyl-3-pyridyl)ethyl]phosphine (149672-64-0) + bis[2-(4-methyl-3-pyridyl)ethyl]phosphinic acid (149672-62-8) + 2-Methyl-5-(2-phosphanyl-ethyl)-pyridine

Conditions	Yield
With potassium hydroxide; hydrogen; phosphan In dimethyl sulfoxide at 35 - 40℃; for 6h;	A 38% B 5% C 24%

2-methyl-5-vinylpyridine (140-76-1) + 2-isopropyl-7-oxo-7H-furo[3,2-g]chromen-3-yl trifluoromethanesulfonate (1332511-78-0) → 2-isopropyl-3-[(E)-2-(4-methylpyridin-3-yl)vinyl]-7H-furo[3,2-g]chromen-7-one (1332511-90-6)

Conditions	Yield
With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide at 115℃; for 8h; Heck reaction; Inert atmosphere;	38%

Upstream product

• 104-90-5 5-ethyl-2-methyl-pyridine 
• 53014-84-9 2-methyl-5-formylpyridine 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 5470-70-2 Methyl 6-methylnicotinate 
• 34107-46-5 6-methyl-3-pyridinemethanol 
• 3430-13-5 5-bromo-2-methylpyridine 
• 7486-35-3 tri-n-butyl(vinyl)tin 

Downstream Products

• 109474-82-0 N-[2-(6-methyl-pyridin-3-yl)-ethyl]-aniline 
• 92869-80-2 N-methyl-N-[2-(6-methyl-[3]pyridyl)-ethyl]-aniline 
• 30456-59-8 2-Methyl-5-(2-methyl-cyclohex-3-enyl)-pyridine 
• 30456-62-3 2-Methyl-5-(5-methyl-cyclohex-3-enyl)-pyridine 
• 30456-53-2 2-methyl-5-(4-methyl-cyclohex-3-enyl)-pyridine 
• 104-90-5 5-ethyl-2-methyl-pyridine 
• 56019-64-8 5-(1-hydroxyethyl)-2-methylpyridine 
• 100189-17-1 2-(6-methylpyridin-3-yl) ethan-1-ol 
• 3222-47-7 6-methylnicotinic acid 
• 100-26-5 Pyridine-2,5-dicarboxylic acid 
• 209742-25-6 5-[2-(Diphenethyl-phosphinoyl)-ethyl]-2-methyl-pyridine 
• 27440-52-4 bis(2-phenylethyl)phosphine oxide 

Related news

Spectrophotometric titration of copolymers of 2-Methyl-5-vinylpyridine (cas 140-76-1) and acrylic acid07/15/2019

Copolymers of 2-methyl-5-vinylpyridine with acrylic acid have been studied by spectrophotometric titration in the UV region. It was found that the basic strength of the methylvinylpyridine groups increases as the proportion of acrylic acid units in the copolymer is increased, and the molar extin...detailed

Plasma-induced graft polymerisation of 2-Methyl-5-vinylpyridine (cas 140-76-1) on the surface of poly(ethylene terephthalate) track membranes07/13/2019

A process of the graft polymerisation of 2-methyl-5-vinylpyridine induced by plasma on the surface of poly(ethylene terephthalate) track membranes (PET TM) was investigated. The surface properties and hydrodynamic properties of the composite membranes produced in this case have been studied. It ...detailed

Synthesis, properties and mechanism of the ion exchange resins based on 2-Methyl-5-vinylpyridine (cas 140-76-1) and divinylbenzene in the catalytic disproportionation of trichlorosilane07/12/2019

The variety of catalysts based on macroporous ion exchange resins using 2-methyl-5-vinylpyridine cross-linked with divinylbenzene (2M5VP/DVB) was investigated in the disproportionation of trichlorosilane (TCS) in a continuous-flow reactor. The effects of the reaction temperature and surface area...detailed

Relevant articles and documents

2 - methyl - 5 - vinyl pyridine synthesis method (by machine translation)

The invention discloses a 2 - methyl - 5 - vinyl pyridine synthesis method, for the purpose of, reduce the synthesis step, to simplify the processing process, and improving the yield and save the cost, reducing chemical raw material consumption, effective protection of the environment, the use of the technical proposal is: (1) the raw material 6 - methyl nicotinic acid methyl ester is reduced to the 2 - methyl - 5 - pyridine base formaldehyde; (2) preparing the phosphorus ylide reagent; (3) the 2 - methyl - 5 - pyridyl formaldehyde and phosphorus ylide reagent in the reaction of 2 - methyl - 5 - vinyl pyridine, concentrated rectification to obtain the product. (by machine translation)

BRIDGEHEAD AMINE RING-FUSED INDOLES AND INDOLINES

The present application relates to indole and indoline derivatives of formula (I), formula (II), formula (III), or formula (IV) wherein a, R2, R3, h, k, m, n, L, Q, X, and Z are as defined in the specification. The present application also relates to compositions comprising such compounds, and methods of treating disease conditions using such compounds and compositions.

AZA-RING FUSED INDOLE AND INDOLINE DERIVATIVES

The present application relates to indole and indoline derivatives of formula (I) wherein a, R1, m, L, and Q are as defined in the specification. The present application also relates to compositions comprising such compounds, and methods of treating disease conditions using such compounds and compositions of such compounds.

AZA-BRIDGED RING-FUSED INDOLES AND INDOLINES

The present application relates to indole and indoline derivatives of formula (I) wherein a, R1, R2, R3, h, i, j, m, n, L, Q, and X are as defined in the specification. The present application also relates to compositions comprising such compounds, and methods of treating disease conditions using such compounds and compositions.

NOVEL FORMS OF (2,8-DIMETHYL-5-[2-(6-METHYLPYRIDIN-3-YL)ETHYL]-3,4-DIHYDRO-1H-PYRIDO[4,3-B] INDOLE)

The present invention relates to novel solid forms of latrepirdine, also known as Dimebon) designated Form A, Form B, and a noncrystalline form, and relates to methods for the preparation of each form. The present invention also relates to a novel MVP oxalate salt and hydrate thereof, and its preparation and use in the preparation of latrepirdine.

2-METHYL-5-VINYLPYRIDINIUM SALTS

Disclosed are novel salts of 2-methyl-5-vinylpyridine (MVP), such as hydrogentartrates, bromide, and dihydrogenphosphate. In contrast to the free base, these salts are crystalline and stable and can be safely stored and transported. The salts can also be used to purify MVP, in particular to reduce its content of 5-ethyl-2-methylpyridine and unwanted isomers.

AZEPINO [4, 5-B] INDOLES AND METHODS OF USE

This disclosure relates to new azepino[4,5-b]indole compounds that may be used to modulate a histamine receptor in an individual. Novel compounds are described, including new 1, 2,3,4,5, 6-tetrahydroazepino[4,5-b]indoles. Pharmaceutical compositions are also provided.

AMIDE COMPOUNDS, COMPOSITIONS AND USES THEREOF

Compounds are provided according to formula (1 ) : where A, B, W, X', L, R1, R3, R4b, and m' are as defined herein. Provided compounds and pharmaceutical compositions thereof are useful for the prevention and treatment of a variety of conditions in mammals including humans, including by way of non-limiting example, pain, inflammation, cognitive disorders, anxiety, depression, and others.

METHODS FOR PREPARING PYRIDYLETHYL-SUBSTITUTED CARBOLINES

Methods of preparing pyridylethyl-substituted carbolines under reaction conditions that use fewer molar equivalents of MVP to produce the pyridylethyl-substituted carboline as compared to reported methods of preparing pyridylethyl-substituted carbolines using MVP are provided. Also provided are methods of preparing a pyridylethyl-substituted carboline using non-commercial MVP.

Effect of reaction medium on the composition of vanadium-titanium catalyst in oxidative ammonolysis of alkylpyridines

The influence exerted by the concentration of alkylpyridines on the chemical composition of a vanadium-titanium catalyst under oxidative ammonolysis conditions was subjected to a comparative study.