Methyl 6-methylnicotinate supplier

Name
Methyl 6-methylnicotinate
EINECS 1308068-626-2
CAS No. 5470-70-2
Article Data28
CAS DataBase
Density 1.104 g/cm³
Solubility
Melting Point 34-37 °C(lit.)
Formula C₈H₉NO₂
Boiling Point 228.4 °C at 760 mmHg
Molecular Weight 151.165
Flash Point 80.6 °C
Transport Information
Appearance Brown Solid
Safety 26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 3-pyridinecarboxylic acid, 6-methyl-, methyl ester;3-(Methoxycarbonyl)-6-methylpyridine;5-Methoxycarbonyl-2-methylpyridine;6-Methyl-3-pyridinecarboxylic acid methylester;6-Methylnicotinic acid methyl ester;Methyl6-methyl-3-pyridinecarboxylate;Methyl 6-methylaminonicotinate;6-Methyl nicotinic acid methyl ester;methyl 6-methylpyridine-3-carboxylate;
PSA 39.19000
LogP 1.17660

Synthetic route

: 49668-89-5
5-(methoxycarbonyl)-2-methylpyridine 1-oxide

: 5470-70-2
Methyl 6-methylnicotinate

Conditions

Conditions	Yield
With indium; cobalt(II) chloride In methanol at 20℃; for 2h; sonication;	80%

: 67-56-1
methanol

: 3222-47-7
6-methylnicotinic acid

: 5470-70-2
Methyl 6-methylnicotinate

Conditions

Conditions	Yield
With sulfuric acid for 17h; Reflux;	75%
With sulfuric acid for 21h; Heating; Yield given;
With sulfuryl dichloride

: 922-67-8
propynoic acid methyl ester

: C-ethoxy-N-isopropenylmethanimine

: 5470-70-2
Methyl 6-methylnicotinate

Conditions

Conditions	Yield
In benzene for 5h; Heating;	41%

: 646-06-0
1,3-DIOXOLANE

: 93-60-7
methyl 3-pyridinecarboxylate

A: 5470-70-2
Methyl 6-methylnicotinate

B: 69971-44-4
Methyl 4,6-Dimethylnicotinate

Conditions

Conditions	Yield
With sulfuric acid for 7h; Irradiation;	A 21% B 5%

...Expand

: 1211000-51-9
(+/-)-(E)-methyl 3-(but-3-yn-2-yloxy)acrylate

: 593-56-6
N-methoxylamine hydrochloride

: 5470-70-2
Methyl 6-methylnicotinate

Conditions

Conditions	Yield
With sodium acetate In ethanol at 150℃; for 3h; Inert atmosphere; Microwave irradiation;	14%

: 67-56-1
methanol

: 93-60-7
methyl 3-pyridinecarboxylate

A: 33402-75-4
4-methylnicotinic acid methyl ester

B: 5470-70-2
Methyl 6-methylnicotinate

C: 67367-26-4
2-methoxynicotinic acid methyl ester

D: 26218-80-4
6-methoxy-nicotinic acid methyl ester

Conditions

Conditions	Yield
With sulfuric acid for 1h; Product distribution; Mechanism; Irradiation; effect of additives; variation of temp., acid concn.; further alcohol;	A 7.1% B 9.5% C 8.8% D 3.8%
With sulfuric acid for 1h; Irradiation;	A 7.1% B 9.5% C 8.8% D 3.8%
With sulfuric acid at 32℃; for 0.833333h; Product distribution; Mechanism; Irradiation; var. reagent, acid concentration and time;

...Expand

: 67-56-1
methanol

: 51598-76-6
6-methyl-nicotinoyl chloride

: 5470-70-2
Methyl 6-methylnicotinate

Conditions

Conditions	Yield
In dichloromethane Ambient temperature;
With triethylamine for 3h;

: 93-60-7
methyl 3-pyridinecarboxylate

: 676-58-4
methylmagnesium chloride

: 1885-14-9
phenyl chloroformate

A: 33402-75-4
4-methylnicotinic acid methyl ester

B: 5470-70-2
Methyl 6-methylnicotinate

Conditions

Conditions	Yield
With sulfur Yield given. Multistep reaction;
With sulfur Yield given. Multistep reaction;

...Expand

6-methyl-nicotinic acid-hydrochloride: 6-methyl-nicotinic acid-hydrochloride

: 5470-70-2
Methyl 6-methylnicotinate

Conditions

Conditions	Yield
With hydrogenchloride

: 3222-47-7
6-methylnicotinic acid

: 5470-70-2
Methyl 6-methylnicotinate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: SOCl2 / 2 h / Heating 2: CH2Cl2 / Ambient temperature View Scheme
Multi-step reaction with 2 steps 1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere 2: triethylamine / 3 h View Scheme

: 3222-47-7
6-methylnicotinic acid

: 144-55-8
sodium hydrogencarbonate

: 5470-70-2
Methyl 6-methylnicotinate

Conditions

Conditions	Yield
In methanol

: 67-56-1
methanol

: 34107-46-5
6-methyl-3-pyridinemethanol

: 5470-70-2
Methyl 6-methylnicotinate

Conditions

Conditions	Yield
With oxygen; potassium carbonate at 60℃; under 750.075 Torr; for 24h; Schlenk technique; Green chemistry;	92%Chromat.

: 104-90-5
5-ethyl-2-methyl-pyridine

: 5470-70-2
Methyl 6-methylnicotinate

Conditions

Conditions	Yield
With sulfuric acid; nitric acid at 150℃;

: 1121-78-4
5-Hydroxy-2-methylpyridine

: 5470-70-2
Methyl 6-methylnicotinate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: fluorosulfonyl fluoride; triethylamine / dichloromethane / 24 h / 20 °C / 760.05 Torr 2: bis(triphenylphosphine)nickel(II) chloride; 2.9-dimethyl-1,10-phenanthroline; manganese / N,N-dimethyl-formamide / 20 h / 20 °C / 760.05 Torr / Schlenk technique; Inert atmosphere; Glovebox 3: methanol View Scheme

: 186581-53-3, 908094-01-9
diazomethane

: 3222-47-7
6-methylnicotinic acid

: 5470-70-2
Methyl 6-methylnicotinate

Conditions

Conditions	Yield
In methanol	54.2 mg

: 6-methylpyridin-3-yl sulfurofluoridate

: 5470-70-2
Methyl 6-methylnicotinate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: bis(triphenylphosphine)nickel(II) chloride; 2.9-dimethyl-1,10-phenanthroline; manganese / N,N-dimethyl-formamide / 20 h / 20 °C / 760.05 Torr / Schlenk technique; Inert atmosphere; Glovebox 2: methanol View Scheme

: 5470-70-2
Methyl 6-methylnicotinate

: 34107-46-5
6-methyl-3-pyridinemethanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at -5 - 23℃; for 2h;	100%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 3h;	98%
Stage #1: Methyl 6-methylnicotinate With lithium aluminium tetrahydride In diethyl ether at 55℃; for 1.5h; Heating / reflux; Stage #2: With water In diethyl ether at 0℃; for 1h;	97%

: 5470-70-2
Methyl 6-methylnicotinate

: 49668-89-5
5-(methoxycarbonyl)-2-methylpyridine 1-oxide

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; Inert atmosphere;	100%
With dihydrogen peroxide; sodium tungstate In water at 60 - 80℃; for 5.66667h;	98%
Stage #1: Methyl 6-methylnicotinate With dihydrogen peroxide; methyltrioxorhenium(VII) In dichloromethane; water at 24℃; for 6h; Stage #2: manganese(IV) oxide In dichloromethane; water	91%

: 5470-70-2
Methyl 6-methylnicotinate

: 1009376-74-2
methyl 6-methylpiperidine-3-carboxylate.hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride; hydrogen; palladium 10% on activated carbon In methanol; water at 80℃; under 3102.97 Torr; for 21h;	100%
With hydrogenchloride; palladium 10% on activated carbon; hydrogen In methanol at 75℃; under 2844.39 Torr;	100%

: 5470-70-2
Methyl 6-methylnicotinate

: 3222-47-7
6-methylnicotinic acid

Conditions

Conditions	Yield
	100%

: 5470-70-2
Methyl 6-methylnicotinate

: 908245-03-4
6-methyl-3-piperidinecarboxylic acid methyl ester

Conditions

Conditions	Yield
With hydrogenchloride; hydrogen; 1% Pd/C In methanol; water at 80℃; under 3102.97 Torr; for 21h; Inert atmosphere;	100%
With hydrogenchloride; platinum(IV) oxide; hydrogen In methanol; water at 50℃; under 2585.81 Torr; for 15h;	96.15%
With hydrogenchloride; hydrogen; palladium 10% on activated carbon In methanol; water under 2534.09 Torr; for 24h;

: 5470-70-2
Methyl 6-methylnicotinate

: 64-19-7
acetic acid

: methyl 6-methylpiperidine-3-carboxylate acetic acid

Conditions

Conditions	Yield
With platinum(IV) oxide; hydrogen at 60℃; under 7500.75 Torr; Autoclave;	100%

: 5470-70-2
Methyl 6-methylnicotinate

: 197079-25-7
6-methylpyridine-3-carbohydrazide

Conditions

Conditions	Yield
With hydrazine In methanol at 20℃; for 2h;	98%
With hydrazine hydrate In ethanol for 2h; Reflux;	90%
With hydrazine hydrate In ethanol at 20℃; for 2h;	90%

: 5470-70-2
Methyl 6-methylnicotinate

: 10213-10-2
sodium tungstate (VI) dihydrate

: 49668-89-5
5-(methoxycarbonyl)-2-methylpyridine 1-oxide

Conditions

Conditions	Yield
With dihydrogen peroxide In methanol; water	98%

: 5470-70-2
Methyl 6-methylnicotinate

: 25015-63-8
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

: C14H22BNO4

Conditions

Conditions	Yield
With 1,3-di-tert-butyl-2-(neopentyloxy)-2,3-dihydro-1H-1,3,2-diazaphosphole In diethyl ether at 20℃; for 12h;	96%

: 5470-70-2
Methyl 6-methylnicotinate

: 1117-97-1
N,0-dimethylhydroxylamine

: 221615-71-0
N-methoxy-N-methyl-6-methylnicotinamide

Conditions

Conditions	Yield
With isopropylmagnesium chloride In tetrahydrofuran at -10 - 5℃; for 2.5h;	94.3%
With isopropylmagnesium chloride In tetrahydrofuran; toluene at -10℃; for 0.5h;

: 5470-70-2
Methyl 6-methylnicotinate

: 598-31-2
1-bromoacetone

: 207791-84-2
methyl 2-methyl-indolizine-6-carboxylate

Conditions

Conditions	Yield
Stage #1: Methyl 6-methylnicotinate; 1-bromoacetone In acetone Heating; Stage #2: With sodium carbonate In ethanol for 3h; Heating;	93%

: 5470-70-2
Methyl 6-methylnicotinate

: 6960-22-1
6-methylnicotinamide

Conditions

Conditions	Yield
With ammonia In ethanol at 80℃; for 72h;	91%
With ammonia; water at 20℃; for 4h;	72%

: 5470-70-2
Methyl 6-methylnicotinate

: lithium 4-(methylthio)phenylacetate

: 221615-72-1
1-(6-methyl-3-pyridinyl)-2-[4-(methyl sulfide)phenyl]ethanone

Conditions

Conditions	Yield
With tert-butylmagnesium chloride In tetrahydrofuran at 65 - 70℃; for 1h; Reagent/catalyst; Temperature;	87.7%

: 5470-70-2
Methyl 6-methylnicotinate

: 358-23-6
trifluoromethylsulfonic anhydride

: 603-35-0
triphenylphosphine

: (5-(methoxycarbonyl)-2-methylpyridin-4-yl)triphenylphosphonium trifluoromethanesulfonate

Conditions

Conditions	Yield
Stage #1: Methyl 6-methylnicotinate; trifluoromethylsulfonic anhydride In dichloromethane at -78℃; for 1h; Inert atmosphere; Stage #2: triphenylphosphine With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at -78 - 20℃;	83%
at -78 - 20℃; Alkaline conditions;	83%

...Expand

: 67-56-1
methanol

: 5470-70-2
Methyl 6-methylnicotinate

: 69971-44-4
Methyl 4,6-Dimethylnicotinate

Conditions

Conditions	Yield
With Ethyl 2-mercaptopropionate; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; toluene-4-sulfonic acid In dimethyl sulfoxide at 23℃; UV-irradiation;	82%

: 5470-70-2
Methyl 6-methylnicotinate

: 39657-45-9
isoxazolidine hydrochloride

: isoxazolidine-2-yl-(6-methylpyridin-3-yl)methanone

Conditions

Conditions	Yield
With isopropylmagnesium chloride In tetrahydrofuran; toluene at -20 - -10℃; for 0.5h; Reagent/catalyst; Inert atmosphere;	80%

: 5470-70-2
Methyl 6-methylnicotinate

: 107-12-0
propiononitrile

: 2-methyl-3-(6-methylpyridin-3-yl)-3-oxopropanenitrile

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran at 20℃;	80%

: 5470-70-2
Methyl 6-methylnicotinate

: 676-58-4
methylmagnesium chloride

: 40472-90-0
2-(6-methylpyridin-3-yl)propan-2-ol

Conditions

Conditions	Yield
In tetrahydrofuran at -78℃; for 12h;	80%

: 5470-70-2
Methyl 6-methylnicotinate

: sodium 4-(methylthio)phenylacetate

: 221615-72-1
1-(6-methyl-3-pyridinyl)-2-[4-(methyl sulfide)phenyl]ethanone

Conditions

Conditions	Yield
With tert-butylmagnesium chloride In tetrahydrofuran at 65 - 70℃; for 1h;	78.5%

: 5470-70-2
Methyl 6-methylnicotinate

: 1421227-96-4
lithium (4-methylsulfonylphenyl)acetate

A: 1421227-97-5
1-(6-methylpyridin-3-yl)-2-({4-[2-(6-methylpyridin-3-yl)-2-oxoethyl]phenyl}sulfonyl)ethanone

B: 221615-75-4
1-(6-methyl-3-pyridinyl)-2-[4-(methylsulfonyl)phenyl]ethanone

Conditions

Conditions	Yield
With tert-butylmagnesium chloride In tetrahydrofuran at 65 - 70℃; for 1.5h;	A n/a B 78%

...Expand

: 5470-70-2
Methyl 6-methylnicotinate

: 141-78-6
ethyl acetate

: 21683-58-9
ethyl 3-(2-methyl-5-pyridinyl)-3-oxopropanoate

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran at -50℃; for 0.5h;	76%
With sodium hydride In N,N-dimethyl-formamide; toluene at 80℃; for 2.5h;

: 5470-70-2
Methyl 6-methylnicotinate

: 454-89-7
3-Trifluoromethylbenzaldehyde

: methyl 6-{(E)-2-[3-(trifluoromethyl)phenyl]ethenyl}nicotinate

Conditions

Conditions	Yield
With zinc(II) chloride In acetic anhydride at 140℃; for 12h;	76%

: 5470-70-2
Methyl 6-methylnicotinate

: 5-Bromo-3,3-dihydroxy-1,3-dihydro-indol-2-one

: 6-(5-Bromo-3-hydroxy-2-oxo-2,3-dihydro-1H-indol-3-ylmethyl)-nicotinic acid methyl ester

Conditions

Conditions	Yield
at 120℃; for 4h;	75.9%

: 5470-70-2
Methyl 6-methylnicotinate

: 1001200-43-6
methyl 6-(dibromomethyl)pyridine-3-carboxylate

Conditions

Conditions	Yield
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane Heating;	75%
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane Heating;	75%
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane Heating / reflux;	19.4%

: 5470-70-2
Methyl 6-methylnicotinate

: 25015-63-8
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

: 1360145-70-5
methyl 1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6-methyl-1,2-dihydropyridine-3-carboxylate

Conditions

Conditions	Yield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; tricyclohexylphosphine In benzene-d6 at 50℃; for 24h; Inert atmosphere; regioselective reaction;	75%
With P(C6H11)3; chloro(1,5-cyclooctadiene)rhodium(I) dimer In benzene-d6 ligand reacted with pinacolborane in C6D6 at 50°C for 24 h in presence of (Rh(C8H12)Cl)2 and P(C6H11)3; distilled;	75%

: 5470-70-2
Methyl 6-methylnicotinate

: 100-10-7
4-dimethylamino-benzaldehyde

: 6-[(E)-2-(4-Dimethylamino-phenyl)-vinyl]-nicotinic acid methyl ester

Conditions

Conditions	Yield
With piperidine; acetic acid In toluene for 72h; Knoevenagel reaction; Heating;	74%

: 924-44-7
glyoxylic acid ethyl ester

: 5470-70-2
Methyl 6-methylnicotinate

: 1620675-63-9
(E)-methyl 6-(3-ethoxy-3-oxoprop-1-en-1-yl)nicotinate

Conditions

Conditions	Yield
In acetic anhydride at 130℃; for 48h;	73%
With acetic anhydride at 130℃; for 48h; Reflux;	73%
In acetic anhydride at 130℃; for 48h;	73%
With acetic anhydride at 130℃; for 48h;	57 g

: 5470-70-2
Methyl 6-methylnicotinate

: 16188-55-9
2-(4-(methylthio)phenyl)acetic acid

: 221615-72-1
1-(6-methyl-3-pyridinyl)-2-[4-(methyl sulfide)phenyl]ethanone

Conditions

Conditions	Yield
With tert-butylmagnesium chloride In tetrahydrofuran at 65 - 70℃; for 1h;	72%
Stage #1: 2-(4-(methylthio)phenyl)acetic acid With tert-butylmagnesium chloride In tetrahydrofuran at 60℃; for 1h; Flow reactor; Stage #2: Methyl 6-methylnicotinate In tetrahydrofuran at 60℃; for 1h; Flow reactor; Stage #3: With hydrogenchloride In water; toluene Temperature; Flow reactor;

Methyl 6-methylnicotinate Chemical Properties

Molecular Structure of Methyl 6-methylnicotinate (CAS NO.5470-70-2):

IUPAC Name: methyl 6-methylpyridine-3-carboxylate
BRN: 122940
Empirical Formula: C₈H₉NO₂
Molecular Weight: 151.1626
Packaging: 1.10 g in glass btl
H bond acceptors: 3
H bond donors: 0
Freely Rotating Bonds: 2
Polar Surface Area: 39.19 Å²Index of Refraction: 1.51
Molar Refractivity: 40.94 cm³
Molar Volume: 136.8 cm³
Surface Tension: 39.9 dyne/cm
Density: 1.104 g/cm³
Flash Point: 80.6 °C
Enthalpy of Vaporization: 46.5 kJ/mol
Boiling Point: 228.4 °C at 760 mmHg
Vapour Pressure: 0.0736 mmHg at 25°C
Melting point: 34-37 °C(lit.)
Product Categories: Carboxylicester; Acids and Derivatives; Heterocycles; Esters; Pyridines; Organic acids; Nicotine Derivatives; Pyridine

Methyl 6-methylnicotinate Safety Profile

Hazard Codes: Xi
Risk Statements information :
36/37/38: Irritating to eyes, respiratory system and skin
The Safety Statements information of Methyl-6-methylnictinate (CAS NO.5470-70-2):
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
WGK Germany: 3
Hazard Note: Irritant

Methyl 6-methylnicotinate Specification

Methyl 6-methylnicotinate , with CAS number of 5470-70-2, can be called 3-pyridinecarboxylic acid, 6-methyl-, methyl ester ; 3-(Methoxycarbonyl)-6-methylpyridine ; 5-Methoxycarbonyl-2-methylpyridine ; 6-Methyl-3-pyridinecarboxylic acid methylester ; 6-Methylnicotinic acid methyl ester ; Methyl6-methyl-3-pyridinecarboxylate ; Methyl 6-methylaminonicotinate ; 6-Methyl nicotinic acid methyl ester . It is a brown solid.

Product Name

Methyl 6-methylnicotinate

Synthetic route

Methyl 6-methylnicotinate Chemical Properties

Methyl 6-methylnicotinate Safety Profile

Methyl 6-methylnicotinate Specification

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