2,6-Dimethoxypyridine-4-carboxaldehyde supplier

Name
2,6-DIMETHOXYISONICOTINALDEHYDE
EINECS
CAS No. 52606-01-6
Article Data4
CAS DataBase
Density 1.174 g/cm³
Solubility
Melting Point
Formula C₈H₉NO₃
Boiling Point 268.1 °C at 760 mmHg
Molecular Weight 167.164
Flash Point 115.9 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2,6-Dimethoxyisonicotinaldehyde;2,6-Dimethoxypyridine-4-carboxaldehyde;
PSA 48.42000
LogP 0.91130

Synthetic route

: 52606-06-1
(2,6-dimethoxypyridine-4-yl)-methanol

: 52606-01-6
2,6-dimethoxy-4-pyridinecarboxaldehyde

Conditions

Conditions	Yield
With manganese(IV) oxide In chloroform at 20℃; for 12h;	68%
With manganese(IV) oxide In methanol at 20℃; for 72h;	28.8%

: 99-11-6
citrazinic acid

: 52606-01-6
2,6-dimethoxy-4-pyridinecarboxaldehyde

: 5398-44-7
2,6-dichloropyridine-4-carboxylic acid

: 52606-01-6
2,6-dimethoxy-4-pyridinecarboxaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: sulfuric acid / 1 h / Reflux 2: N,N-dimethyl-formamide / 12 h / Reflux 3: sodium tetrahydroborate / 1,4-dioxane / 1 h / Reflux 4: manganese(IV) oxide / chloroform / 12 h / 20 °C View Scheme
Multi-step reaction with 3 steps 1: diethylene glycol dimethyl ether / 24 h / Reflux; Dean-Stark 2: lithium aluminium tetrahydride / tetrahydrofuran / 25 h / 0 - 20 °C 3: manganese(IV) oxide / methanol / 72 h / 20 °C View Scheme

: 42521-09-5
methyl 2,6-dichloroisonicotinate

: 52606-01-6
2,6-dimethoxy-4-pyridinecarboxaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: N,N-dimethyl-formamide / 12 h / Reflux 2: sodium tetrahydroborate / 1,4-dioxane / 1 h / Reflux 3: manganese(IV) oxide / chloroform / 12 h / 20 °C View Scheme

: 6274-82-4
2,6-dimethoxypyridine-4-carboxylic acid

: 52606-01-6
2,6-dimethoxy-4-pyridinecarboxaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 25 h / 0 - 20 °C 2: manganese(IV) oxide / methanol / 72 h / 20 °C View Scheme

: 99-11-6
citrazinic acid

: 52606-01-6
2,6-dimethoxy-4-pyridinecarboxaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: trichlorophosphate; tetramethlyammonium chloride / 24 h / 140 °C 2: diethylene glycol dimethyl ether / 24 h / Reflux; Dean-Stark 3: lithium aluminium tetrahydride / tetrahydrofuran / 25 h / 0 - 20 °C 4: manganese(IV) oxide / methanol / 72 h / 20 °C View Scheme

: 52606-01-6
2,6-dimethoxy-4-pyridinecarboxaldehyde

: C11H9BrClNOZn

: C19H19BrN2O4

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃;	93%

: 52606-01-6
2,6-dimethoxy-4-pyridinecarboxaldehyde

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 1000895-93-1
(E)-methyl 3-(2,6-dimethoxypyridin-4-yl)acrylate

Conditions

Conditions	Yield
In dichloromethane at 18 - 25℃;	60%

: 52606-01-6
2,6-dimethoxy-4-pyridinecarboxaldehyde

: C37H38BF2I2N5O3

: C53H52BF2I2N7O7

Conditions

Conditions	Yield
With piperidine; acetic acid In benzene Reflux; Dean-Stark;	58%

: 52606-01-6
2,6-dimethoxy-4-pyridinecarboxaldehyde

: 1530-38-7
((4-methoxyphenyl)methyl)triphenylphosphonium bromide

A: (E)-2,6-dimethoxy-4-(4-methoxystyryl)-pyridine

B: (Z)-2,6-dimethoxy-4-(4-methoxystyryl)-pyridine

Conditions

Conditions	Yield
Stage #1: ((4-methoxyphenyl)methyl)triphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at -40℃; for 1h; Stage #2: 2,6-dimethoxy-4-pyridinecarboxaldehyde In tetrahydrofuran at 20℃; for 24h; Wittig Olefination;	A 12.2% B 29.2%

...Expand

: 52606-01-6
2,6-dimethoxy-4-pyridinecarboxaldehyde

: 35160-95-3
(2-naphthalenylmethyl)triphenylphosphonium bromide

A: (E)-2,6-dimethoxy-4-(2-naphth-2-ylvinyl)-pyridine

B: (Z)-2,6-dimethoxy-4-(2-naphth-2-ylvinyl)-pyridine

Conditions

Conditions	Yield
Stage #1: (2-naphthalenylmethyl)triphenylphosphonium bromide With n-butyllithium In tetrahydrofuran at -40℃; for 1h; Stage #2: 2,6-dimethoxy-4-pyridinecarboxaldehyde In tetrahydrofuran at 20℃; for 24h; Wittig Olefination;	A 13.3% B 7.5%

...Expand

: 52606-01-6
2,6-dimethoxy-4-pyridinecarboxaldehyde

: 61240-20-8
triphenyl-(3,4,5-trimethoxybenzyl)phosphonium bromide

A: (E)-2,6-dimethoxy-4-(3,4,5-trimethoxystyryl)-pyridine

B: (Z)-2,6-dimethoxy-4-(3,4,5-trimethoxystyryl)-pyridine

Conditions

Conditions	Yield
Stage #1: triphenyl-(3,4,5-trimethoxybenzyl)phosphonium bromide With n-butyllithium In tetrahydrofuran at -40℃; for 1h; Stage #2: 2,6-dimethoxy-4-pyridinecarboxaldehyde In tetrahydrofuran at 20℃; for 24h; Wittig Olefination;	A 1.9% B 2.9%

...Expand

: 4542-47-6
3-Morpholin-4-yl-propionitrile

: 52606-01-6
2,6-dimethoxy-4-pyridinecarboxaldehyde

: 65873-52-1
2-(2,6-dimethoxy-pyridin-4-ylmethyl)-3-morpholin-4-yl-acrylonitrile

Conditions

Conditions	Yield
(i) NaOMe, DMSO, (ii) /BRN= 1448374/; Multistep reaction;

: 52606-01-6
2,6-dimethoxy-4-pyridinecarboxaldehyde

: 4-aminobenzamidine ditoluenesulphonate

: 88333-03-3, 10340-91-7
Benzyl isocyanide

: (RS)-N-benzyl-2-(4-carbamimidoylphenylamino)-2-(2,6-dimethoxypyridin-4-yl)acetamide

Conditions

Conditions	Yield
In tetrahydrofuran; diethyl ether; water	2.02 g (28%)

...Expand

: 52606-01-6
2,6-dimethoxy-4-pyridinecarboxaldehyde

: 54016-70-5
3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide

: 106331-50-4
1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one

: 106331-64-0
1-(2,6-dimethoxypyrid-4-yl)-4-(3,4,5-trimethoxyphenyl)-1,4-butanedione

Conditions

Conditions	Yield
With triethylamine In ethanol

...Expand

: 52606-01-6
2,6-dimethoxy-4-pyridinecarboxaldehyde

: N'-[5-[2-(2,6-dimethoxypyridin-4-yl)ethyl]-1H-pyrazol-3-yl]-N-[(3-methyl-1,2-oxazol-5-yl)methyl]pyrimidine-2,4-diamine

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: dichloromethane / 18 - 25 °C 2.1: hydrogen / palladium 10% on activated carbon / ethanol / 18 h / 18 - 25 °C 3.1: lithium diisopropyl amide / tetrahydrofuran / 0.17 h / -78 °C 3.2: -78 - 25 °C 4.1: hydrazine hydrochloride / ethanol / 18 h / Heating / reflux 5.1: ethanol / 45 h / 18 - 80 °C View Scheme

: 52606-01-6
2,6-dimethoxy-4-pyridinecarboxaldehyde

: 1000895-92-0
methyl 3-(2,6-dimethoxypyridin-4-yl)propanoate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dichloromethane / 18 - 25 °C 2: hydrogen / palladium 10% on activated carbon / ethanol / 18 h / 18 - 25 °C View Scheme

: 52606-01-6
2,6-dimethoxy-4-pyridinecarboxaldehyde

: 1000895-91-9
5-(2-(2,6-dimethoxypyridin-4-yl)ethyl)-1H-pyrazol-3-amine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: dichloromethane / 18 - 25 °C 2.1: hydrogen / palladium 10% on activated carbon / ethanol / 18 h / 18 - 25 °C 3.1: lithium diisopropyl amide / tetrahydrofuran / 0.17 h / -78 °C 3.2: -78 - 25 °C 4.1: hydrazine hydrochloride / ethanol / 18 h / Heating / reflux View Scheme

: 52606-01-6
2,6-dimethoxy-4-pyridinecarboxaldehyde

: C12H14N2O3

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: dichloromethane / 18 - 25 °C 2.1: hydrogen / palladium 10% on activated carbon / ethanol / 18 h / 18 - 25 °C 3.1: lithium diisopropyl amide / tetrahydrofuran / 0.17 h / -78 °C 3.2: -78 - 25 °C View Scheme

: 52606-01-6
2,6-dimethoxy-4-pyridinecarboxaldehyde

: 99455-05-7
2-methoxy-6-bromoquinoline

: C18H17BrN2O4

Conditions

Conditions	Yield
With 2,2,6,6-tetramethylpiperidinyl-lithium In tetrahydrofuran at -75℃; for 4h;

: 52606-01-6
2,6-dimethoxy-4-pyridinecarboxaldehyde

: 6-bromo-3-((2,6-dimethoxypyridin-4-yl)methyl)-2-methoxyquinoline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 2,2,6,6-tetramethylpiperidinyl-lithium / tetrahydrofuran / 4 h / -75 °C 2: triethylsilane; trifluoroacetic acid / dichloromethane View Scheme

: 52606-01-6
2,6-dimethoxy-4-pyridinecarboxaldehyde

: 1-(6-bromo-2-methoxyquinolin-3-yl)-1-(2,6-dimethoxypyridin-4-yl)-4-(dimethylamino)-2-(2-ethoxy-6-isopropoxypyridin-4-yl)butan-2-ol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: 2,2,6,6-tetramethylpiperidinyl-lithium / tetrahydrofuran / 4 h / -75 °C 2.1: triethylsilane; trifluoroacetic acid / dichloromethane 3.1: diisopropylamine; n-butyllithium / tetrahydrofuran; cyclohexane / 1.5 h / -78 - -70 °C / Inert atmosphere 3.2: 5 h / -78 - -70 °C / Inert atmosphere View Scheme

2,6-Dimethoxypyridine-4-carboxaldehyde Specification

This chemical has the systematic name 2,6-Dimethoxypyridine-4-carboxaldehyde, and it's also known as 4-pyridinecarboxaldehyde, 2,6-dimethoxy-. Its molecular formula is C₈H₉NO₃ and its molecular weight is 167.16. Additionally, its product category is Pyridines. The CAS registry number of this chemical is 52606-01-6.

Other characteristics of the 2,6-Dimethoxypyridine-4-carboxaldehyde can be summarised as followings: (1)ACD/LogP: 1.69; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.69; (4)ACD/LogD (pH 7.4): 1.69; (5)ACD/BCF (pH 5.5): 11.25; (6)ACD/BCF (pH 7.4): 11.25; (7)ACD/KOC (pH 5.5): 196.81; (8)ACD/KOC (pH 7.4): 196.81; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 48.42 Å²; (13)Index of Refraction: 1.537; (14)Molar Refractivity: 44.45 cm³; (15)Molar Volume: 142.3 cm³; (16)Polarizability: 17.62×10^-24cm³; (17)Surface Tension: 40.8 dyne/cm; (18)Density: 1.174 g/cm³; (19)Flash Point: 115.9 °C; (20)Enthalpy of Vaporization: 50.61 kJ/mol; (21)Boiling Point: 268.1 °C at 760 mmHg; (22)Vapour Pressure: 0.00786 mmHg at 25°C.

You can still convert the following datas into molecular structure:
1.SMILES: O=Cc1cc(OC)nc(OC)c1
2.InChI: InChI=1/C8H9NO3/c1-11-7-3-6(5-10)4-8(9-7)12-2/h3-5H,1-2H3
3.InChIKey: VVFYKYAJHFLXGP-UHFFFAOYAS

Product Name

2,6-DIMETHOXYISONICOTINALDEHYDE

Synthetic route

2,6-Dimethoxypyridine-4-carboxaldehyde Specification

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