5-Formyl-2-methylpyridine supplier

Name
3-FORMYL-6-METHYL-PYRIDINE
EINECS
CAS No. 53014-84-9
Article Data30
CAS DataBase
Density 1.095 g/cm³
Solubility
Melting Point
Formula C₇H₇NO
Boiling Point 213.704 °C at 760 mmHg
Molecular Weight 121.139
Flash Point 87.556 °C
Transport Information
Appearance
Safety 26
Risk Codes 22-36
Molecular Structure
Hazard Symbols Xn
Synonyms Nicotinaldehyde,6-methyl- (6CI,7CI);2-Methyl-5-pyridinecarboxaldehyde;6-Methyl-3-pyridinecarbaldehyde;6-Methyl-3-pyridinecarboxaldehyde;6-Methylnicotinaldehyde;6-Methylpyridyl-3-carboxaldehyde;3-Formyl-6-methylpyridine;
PSA 29.96000
LogP 1.20250

Synthetic route

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

: 53014-84-9
2-methyl-5-formylpyridine

Conditions

Conditions	Yield
Stage #1: 6-methyl-3-pyridinemethanol With oxalyl dichloride; dimethyl sulfoxide In dichloromethane at -60℃; for 1.33333h; Stage #2: With triethylamine In dichloromethane at -60 - 20℃; for 0.166667h;	85%
With oxalyl dichloride; dimethyl sulfoxide; triethylamine In dichloromethane at -60℃; for 1.5h;	85%
With lead(IV) acetate In toluene for 2.5h; Heating;	57%

: 3430-13-5
5-bromo-2-methylpyridine

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 53014-84-9
2-methyl-5-formylpyridine

Conditions

Conditions	Yield
Stage #1: 5-bromo-2-methylpyridine With n-butyllithium; isopropylmagnesium chloride In tetrahydrofuran; hexane at -10℃; for 0.5h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at 0℃; for 2h;	85%
Stage #1: 5-bromo-2-methylpyridine With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -78℃; for 1h;	72%
Stage #1: 5-bromo-2-methylpyridine With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -78℃; for 1h;	72%
Stage #1: 5-bromo-2-methylpyridine With n-butyllithium; isopropylmagnesium chloride In tetrahydrofuran; hexane at 10℃; for 1h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane at 20℃; for 2h;	38%
Stage #1: 5-bromo-2-methylpyridine With isopropylmagnesium chloride In tetrahydrofuran at 0 - 20℃; for 6h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at 0 - 20℃;	4.5 g

: 13061-96-6
dihydroxy-methyl-borane

: 149806-06-4
6-bromonicotinaldehyde

: 53014-84-9
2-methyl-5-formylpyridine

Conditions

Conditions	Yield
	16%

: 106837-80-3
6-methyl-pyridine-3-carbaldehyde semicarbazone

: 53014-84-9
2-methyl-5-formylpyridine

Conditions

Conditions	Yield
With hydrogenchloride; water; 3-nitro-benzaldehyde

: 589-93-5
2,5-dimethylpyridine

A: 4985-92-6
5-methylpicolinaldehyde

B: 53014-84-9
2-methyl-5-formylpyridine

C carbon oxides: carbon oxides

Conditions

Conditions	Yield
β-VO(PO3)2 In gas at 400℃; Product distribution; Rate constant; selectivity of reaction, rates of partial and total oxidation;

...Expand

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

A: 53014-84-9
2-methyl-5-formylpyridine

B: C5H5NCH2C(NC2H6O)2

Conditions

Conditions	Yield
With diisobutylaluminium hydride In toluene at -20 - -5℃; for 0.5h;

: 5470-70-2
Methyl 6-methylnicotinate

: 53014-84-9
2-methyl-5-formylpyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: i-PrMgCl / toluene; tetrahydrofuran / 0.5 h / -10 °C 2: DIBAL-H / toluene / 0.5 h / -20 - -5 °C View Scheme
Multi-step reaction with 2 steps 1: 75 percent / LAH / diethyl ether / 0.5 h / -78 °C 2: 1.) oxalyl chloride, dimethyl sulfoxide, 2.) triethylamine / 1.) methylene chloride, -60 deg C, 20 min, 2.) from -60 deg C to RT View Scheme
Stage #1: Methyl 6-methylnicotinate With lithium aluminium tetrahydride In tetrahydrofuran at -78℃; for 4h; Stage #2: With manganese(IV) oxide In dichloromethane for 6h; Heating / reflux;

: 21684-59-3
ethyl 6-methylnicotinate

: 53014-84-9
2-methyl-5-formylpyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 89 percent / sodium bis(2-methoxyethoxy)aluminum hydride / diethyl ether / Heating 2: 57 percent / Pb(OAc)4 / toluene / 2.5 h / Heating View Scheme
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran View Scheme
Multi-step reaction with 2 steps 1: diethyl ether; water 2: pyridine; water View Scheme

: 3222-48-8
6-methylnicotinonitrile

: 53014-84-9
2-methyl-5-formylpyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Raney nickel; ethanol / Hydrogenation.unter Zusatz einer wss. Loesung von Semicarbazid-hydrochlorid und Natriumacetat 2: 3-nitro-benzaldehyde; hydrochloric acid; water View Scheme

: 140-76-1
2-methyl-5-vinylpyridine

: 53014-84-9
2-methyl-5-formylpyridine

Conditions

Conditions	Yield
With sodium periodate; osmium(VIII) oxide In 1,2-dimethoxyethane; water

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

: 53014-84-9
2-methyl-5-formylpyridine

Conditions

Conditions	Yield
Stage #1: N-methoxy-N-methyl-6-methylnicotinamide With diisobutylaluminium hydride In hexane; dichloromethane at -10℃; for 0.166667h; Inert atmosphere; Stage #2: With water In hexane; dichloromethane at 20℃; for 1h;

: 3222-47-7
6-methylnicotinic acid

: 53014-84-9
2-methyl-5-formylpyridine

Conditions

Conditions	Yield
Swern Oxidation;

: 53014-84-9
2-methyl-5-formylpyridine

: (3E)-6-methylpyridine-3-carbaldehyde oxime

Conditions

Conditions	Yield
With hydroxylamine In methanol; water at 20 - 40℃; for 23h; Inert atmosphere;	98%

: 53014-84-9
2-methyl-5-formylpyridine

: 89693-75-4
6-methylnicotinaldehyde oxime

Conditions

Conditions	Yield
With hydroxylamine In methanol; water at 20 - 40℃; for 4h;	94%
With hydroxylamine In methanol; water at 40℃; for 2h;	94%
With hydroxylamine hydrochloride; sodium carbonate In ethanol; water at 20℃;

: 53014-84-9
2-methyl-5-formylpyridine

: 1730-25-2
allylmagnesium bromide

: 1566970-97-5
1-(6-methylpyridin-3-yl)but-3-en-1-ol

Conditions

Conditions	Yield
In tetrahydrofuran at -40 - -20℃; for 0.166667h;	94%

: 53014-84-9
2-methyl-5-formylpyridine

: (±)-3,7-dimethyloctanehydrazide

: 3,7-dimethyl-N'-[(6-methylpyridin-3-yl)methylidene]octanehydrazide

Conditions

Conditions	Yield
In methanol Reflux;	92%

: 53014-84-9
2-methyl-5-formylpyridine

: 6‑(1H‑indol‑3‑yl)‑4,5′‑bipyrimidine‑2‑amine

: (E)‑N‑[6‑(1H‑indol‑3‑yl)‑4,5′‑bipyrimidine‑2‑yl]‑1‑(6‑methylpyridin‑3‑yl)methanimine

Conditions

Conditions	Yield
With acetic acid In ethanol for 18h; Reflux;	90%

: 53014-84-9
2-methyl-5-formylpyridine

: 108-59-8
malonic acid dimethyl ester

: dimethyl 2-((6-methylpyridin-3-yl)methylene)malonate

Conditions

Conditions	Yield
With piperidine; acetic acid In toluene at 110℃; for 18h; Schlenk technique; Inert atmosphere; Sealed tube;	87%

: 53014-84-9
2-methyl-5-formylpyridine

: 141-82-2
malonic acid

: 117830-17-8
3-(6-methyl-pyridin-3-yl)-acrylic acid

Conditions

Conditions	Yield
With piperidine In pyridine at 100℃;	77%

: 53014-84-9
2-methyl-5-formylpyridine

: 66-22-8
uracil

A: 83902-97-0
5-<(6-methyl-3-pyridinyl)hydroxymethyl>-2,4(1H,3H)-pyrimidinedione

B: 102396-65-6
5,5'-<(6-methyl-3-pyridinyl)methylene>bis(2,4(1H,3H)-pyrimidinedione)

Conditions

Conditions	Yield
With hydrogenchloride for 8h; Heating;	A 70% B n/a

...Expand

: 53014-84-9
2-methyl-5-formylpyridine

: 105-56-6
ethyl 2-cyanoacetate

: ethyl (2E)-2-cyano-3-(6-methylpyridin-3-yl)prop-2-enoate

Conditions

Conditions	Yield
With piperidine; acetic acid In ethanol at 20℃; for 16h;	70%

: 53014-84-9
2-methyl-5-formylpyridine

: 140-88-5
ethyl acrylate

: 1362851-35-1
2-[(hydroxy)(6-methylpyridin-3-yl)methyl] acrylic acid ethyl ester

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane at 20℃;	62%

: 53014-84-9
2-methyl-5-formylpyridine

: 141-82-2
malonic acid

: 252989-81-4
3-amino-3-(6-methyl-3-pyridyl)propionic acid

Conditions

Conditions	Yield
With ammonium acetate In ethanol for 6h; Condensation; Heating;	61%
With ammonium acetate In ethanol Reflux;

: 53014-84-9
2-methyl-5-formylpyridine

: 909106-48-5
N-{3-[4-amino-1-hydroxy-4-(3,3-dimethylbutyl)-3-oxo-3,4-dihydronaphthalen-2-yl]-1,1-dioxido-4H-1,2,4-benzothiadiazin-7-yl}methanesulfonamide hydrochloride

: N-[3-(4-(3,3-dimethylbutyl)-1-hydroxy-4-{[(6-methylpyridin-3-yl)methyl]amino}-3-oxo-3,4-dihydronaphthalen-2-yl)-1,1-dioxido-4H-1,2,4-benzothiadiazin-7-yl]methanesulfonamide

Conditions

Conditions	Yield
Stage #1: N-{3-[4-amino-1-hydroxy-4-(3,3-dimethylbutyl)-3-oxo-3,4-dihydronaphthalen-2-yl]-1,1-dioxido-4H-1,2,4-benzothiadiazin-7-yl}methanesulfonamide hydrochloride With N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane at 20℃; for 0.0833333h; Stage #2: 2-methyl-5-formylpyridine With magnesium sulfate In 1,2-dichloro-ethane at 50℃; for 18h; Stage #3: With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃; for 18h;	58%

Yield

Stage #1: N-{3-[4-amino-1-hydroxy-4-(3,3-dimethylbutyl)-3-oxo-3,4-dihydronaphthalen-2-yl]-1,1-dioxido-4H-1,2,4-benzothiadiazin-7-yl}methanesulfonamide hydrochloride With N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane at 20℃; for 0.0833333h;
Stage #2: 2-methyl-5-formylpyridine With magnesium sulfate In 1,2-dichloro-ethane at 50℃; for 18h;
Stage #3: With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃; for 18h;

58%

: 53014-84-9
2-methyl-5-formylpyridine

: 1034-49-7
(bromomethyl)triphenyl phosphonium bromide

: 1189785-37-2
5-(2-bromovinyl)-2-methylpyridine

Conditions

Conditions	Yield
Stage #1: (bromomethyl)triphenyl phosphonium bromide With potassium tert-butylate In tetrahydrofuran at -78 - 0℃; Inert atmosphere; Stage #2: 2-methyl-5-formylpyridine In tetrahydrofuran at -78℃; for 5h;	56%

: 53014-84-9
2-methyl-5-formylpyridine

: 54246-37-6
1-(7-hydroxy-2-methyl-2-(4-methylpent-3-en-1-yl)-2H-chromen-8-yl)ethan-1-one

: (E)-1-(7-hydroxy-2-methyl-2-(4-methylpent-3-en-1-yl)-2H-chromen-8-yl)-3-(6-methylpyridin-3-yl)prop-2-en-1-one

Conditions

Conditions	Yield
Stage #1: 1-(7-hydroxy-2-methyl-2-(4-methylpent-3-en-1-yl)-2H-chromen-8-yl)ethan-1-one With sodium hydride In tetrahydrofuran at 0 - 20℃; Stage #2: 2-methyl-5-formylpyridine In tetrahydrofuran at 0 - 30℃;	55%

: 53014-84-9
2-methyl-5-formylpyridine

: 2-(furan-2-yl)cyclopropanecarbohydrazide

: (E)-2-(furan-2-yl)-N'-((6-methylpyridin-3-yl)methylene)cyclopropanecarbohydrazide

Conditions

Conditions	Yield
With zinc(II) oxide In ethanol at 20℃; Reagent/catalyst; Solvent; Green chemistry;	51%

: 53014-84-9
2-methyl-5-formylpyridine

: 1895-39-2
sodium chlorodifluoroacetate

: 5-(2,2-difluorovinyl)-2-methylpyridine

Conditions

Conditions	Yield
With triphenylphosphine In N,N-dimethyl-formamide at 100℃; Inert atmosphere;	46%

: 53014-84-9
2-methyl-5-formylpyridine

: 1068-55-9
isopropylmagnesium chloride

: 1-(6-methylpyridin-3-yl)-2-methylpropan-1-ol

Conditions

Conditions	Yield
With diisopropyl zinc; (2S)-(−)-3-exo-(morpholino)isoborneol In tetrahydrofuran; diethyl ether at 20℃; for 1h; Inert atmosphere; Schlenk technique;	39%
In tetrahydrofuran Inert atmosphere;

: 53014-84-9
2-methyl-5-formylpyridine

: 885275-02-5
2-(4-(piperazin-1-yl)phenyl)benzo[d]oxazole

: 1426259-87-1
2-(4-(4-((6-methylpyridin-3-yl)methyl)piperazin-1-yl)phenyl)benzo[d]oxazole

Conditions

Conditions	Yield
With formic acid In N,N-dimethyl-formamide at 100℃; for 3h; Inert atmosphere;	38%

: 53014-84-9
2-methyl-5-formylpyridine

: 4-[(4-{5-[(piperidin-4-yl)methoxy]pyridine-2-carbonyl}-piperazin-1-yl)methyl]benzonitrile

: 4-({4-[5-({1-[(6-methylpyridin-3-yl)methyl]piperidin-4-yl}methoxy)pyridine-2-carbonyl]piperazin-1-yl}methyl)-benzonitrile tetrahydrochloride

Conditions

Conditions	Yield
Stage #1: 2-methyl-5-formylpyridine; 4-[(4-{5-[(piperidin-4-yl)methoxy]pyridine-2-carbonyl}-piperazin-1-yl)methyl]benzonitrile With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; Stage #2: With hydrogenchloride In 1,4-dioxane; methanol	38%

: 53014-84-9
2-methyl-5-formylpyridine

: 1312662-54-6
(Z)-5-((2-(4-(aminomethyl)piperidin-1-yl)pyrimidin-4-yl)methylene)thiazolidine-2,4-dione

: 76-05-1
trifluoroacetic acid

: (Z)-5-((2-(4-((((6-methylpyridin-3-yl)methyl)amino)methyl)piperidin-1-yl)pyrimidin-4-yl)methylene)thiazolidine-2,4-dione trifluoroacetate

Conditions

Conditions	Yield
Stage #1: 2-methyl-5-formylpyridine; (Z)-5-((2-(4-(aminomethyl)piperidin-1-yl)pyrimidin-4-yl)methylene)thiazolidine-2,4-dione With N-ethyl-N,N-diisopropylamine In cis-1,2-Dichloroethylene; N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: With sodium tris(acetoxy)borohydride In cis-1,2-Dichloroethylene; N,N-dimethyl-formamide at 20℃; for 16h; Stage #3: trifluoroacetic acid In cis-1,2-Dichloroethylene for 24h;	37.2%

Yield

Stage #1: 2-methyl-5-formylpyridine; (Z)-5-((2-(4-(aminomethyl)piperidin-1-yl)pyrimidin-4-yl)methylene)thiazolidine-2,4-dione With N-ethyl-N,N-diisopropylamine In cis-1,2-Dichloroethylene; N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: With sodium tris(acetoxy)borohydride In cis-1,2-Dichloroethylene; N,N-dimethyl-formamide at 20℃; for 16h;
Stage #3: trifluoroacetic acid In cis-1,2-Dichloroethylene for 24h;

37.2%

...Expand

: 53014-84-9
2-methyl-5-formylpyridine

: C27H31N7O3

: C29H30N8O

Conditions

Conditions	Yield
Stage #1: C27H31N7O3 With trifluoroacetic acid In dichloromethane at 20℃; for 3h; Stage #2: 2-methyl-5-formylpyridine With acetic acid at 20℃; for 0.5h; Stage #3: With sodium tris(acetoxy)borohydride at 20℃;	36%

: 53014-84-9
2-methyl-5-formylpyridine

: 2-{[4-tert-butyl-5-(1H-1,2,4-triazol-1-yl)-1,3-thiazol-2-yl]imino}-1,3-thiazolidin-4-one

: 2-{(4-tert-butyl-5-(1H-1,2,4-triazol-1-yl)thiazole-2-yl)imino}-5-[(6-methylpyridin-3-yl)methylidene]-4-thiazolidinone

Conditions

Conditions	Yield
With sodium acetate; acetic acid for 10h; Reflux;	33%

: 53014-84-9
2-methyl-5-formylpyridine

: 52602-68-3
4,5-diamino-6-chloro-N4-methylpyrimidine

: 6-chloro-9-methyl-8-(6-methylpyridin-3-yl)-9H-purine

Conditions

Conditions	Yield
With iron(III) chloride hexahydrate In N,N-dimethyl-formamide at 90℃; for 16h;	33%

: 53014-84-9
2-methyl-5-formylpyridine

: 109-89-7
diethylamine

: N-ethyl-N-((6-methylpyridin-3-yl)methyl)ethanamine

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane for 16h;	31%

: 53014-84-9
2-methyl-5-formylpyridine

: (-)-2-((3,4-trans)-4-methylpyrrolidin-3-yl)-7-(tetrahydro-2H-pyran-4-yl)imidazo[5,1-f][1,2,4]triazin-4(3H)-one

: (+)-2-((3,4-trans)-4-methyl-1-((6-methylpyridin-3-yl)methyl)pyrrolidin-3-yl)-7-(tetrahydro-2H-pyran-4-yl)imidazo[5,1-f][1,2,4]triazin-4(3H)-one

Conditions

Conditions	Yield
Stage #1: 2-methyl-5-formylpyridine; (-)-2-((3,4-trans)-4-methylpyrrolidin-3-yl)-7-(tetrahydro-2H-pyran-4-yl)imidazo[5,1-f][1,2,4]triazin-4(3H)-one With methanol at 20℃; for 2h; Inert atmosphere; Stage #2: With sodium cyanoborohydride at 20℃; for 8h; Inert atmosphere;	21%

: 53014-84-9
2-methyl-5-formylpyridine

: 2-amino-N-(4-(methylthio)phenyl)benzamide

: 1235480-42-8
2-(6-methylpyridin-3-yl)-3-(4-(methylthio)phenyl)quinazolin-4(3H)-one

Conditions

Conditions	Yield
With copper dichloride In ethanol for 6h; Reflux;	19%

: 53014-84-9
2-methyl-5-formylpyridine

: 1235480-97-3
2-amino-N-(4-cyclopropylphenyl)benzamide

: 1235480-46-2
3-(4-cyclopropylphenyl)-2-(6-methylpyridin-3-yl)quinazolin-4(3H)-one

Conditions

Conditions	Yield
With copper dichloride In ethanol for 2.5h; Reflux;	15%

5-Formyl-2-methylpyridine Specification

The 3-Pyridinecarboxaldehyde,6-methyl-, with the CAS registry number 53014-84-9, is also known as 3-Formyl-6-methyl-pyridine. It belongs to the product categories of Pyridine; Pyridines; Building Blocks. This chemical's molecular formula is C₇H₇NO and molecular weight is 121.14. What's more, its systematic name is 6-Methylpyridine-3-carbaldehyde.

Physical properties of 3-Pyridinecarboxaldehyde,6-methyl- are: (1)ACD/LogP: 0.25; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0; (4)ACD/LogD (pH 7.4): 0; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 31; (8)ACD/KOC (pH 7.4): 33; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 29.96 Å²; (13)Index of Refraction: 1.563; (14)Molar Refractivity: 35.922 cm³; (15)Molar Volume: 110.598 cm³; (16)Polarizability: 14.241×10^-24cm³; (17)Surface Tension: 43.555 dyne/cm; (18)Density: 1.095 g/cm³; (19)Flash Point: 87.556 °C; (20)Enthalpy of Vaporization: 45.003 kJ/mol; (21)Boiling Point: 213.704 °C at 760 mmHg; (22)Vapour Pressure: 0.162 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed and irritating to eyes. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC1=NC=C(C=C1)C=O
(2)InChI: InChI=1S/C7H7NO/c1-6-2-3-7(5-9)4-8-6/h2-5H,1H3
(3)InChIKey: IMWMEIWYPWVABQ-UHFFFAOYSA-N

Product Name

3-FORMYL-6-METHYL-PYRIDINE

Synthetic route

5-Formyl-2-methylpyridine Specification

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