5-Methoxypyridine-2-carboxlic acid supplier

Name
5-METHOXYPYRIDINE-2-CARBOXYLIC ACID
EINECS 1533716-785-6
CAS No. 29082-92-6
Density 1.285 g/cm³
Solubility
Melting Point 172-174 °C
Formula C₇H₇NO₃
Boiling Point 312.883 °C at 760 mmHg
Molecular Weight 153.137
Flash Point 143.027 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 5-Methoxy-2-pyridinecarboxylic acid;Picolinicacid, 5-methoxy- (8CI);5-Methoxypicolinicacid;
PSA 59.42000
LogP 0.78840

Synthetic route

: 15069-92-8
5-hydroxypicolinic acid

: 74-88-4
methyl iodide

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

Conditions

Conditions	Yield
With silver(l) oxide In dimethyl sulfoxide for 2h; Ambient temperature;	48%

: 24242-20-4
5-amino-pyridine-2-carboxylic acid

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1) conc. H2SO4, NaNO2; 2) conc. H2SO4 / 1) H2O, 0 deg C, 5 min; 2) reflux, H2O 2: 48 percent / Ag2O / dimethylsulfoxide / 2 h / Ambient temperature View Scheme

: 4214-76-0
5-nitro-pyridin-2-ylamine

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 1.) 48 percent HBr, Br2; 2.) NaNO2 / 1) 30-40 deg C; 2) -5 deg C, H2O; 10-15 Deg C, 90 min.; 3) 40 deg C. 15 min 2: dimethylsulfoxide / 0.08 h / 180 °C 3: 54 percent / HCl / 1.5 h / Heating 4: 70 percent / H2S, 25 percent NH3 5: 1) conc. H2SO4, NaNO2; 2) conc. H2SO4 / 1) H2O, 0 deg C, 5 min; 2) reflux, H2O 6: 48 percent / Ag2O / dimethylsulfoxide / 2 h / Ambient temperature View Scheme

Yield

Multi-step reaction with 6 steps
1: 1.) 48 percent HBr, Br2; 2.) NaNO2 / 1) 30-40 deg C; 2) -5 deg C, H2O; 10-15 Deg C, 90 min.; 3) 40 deg C. 15 min
2: dimethylsulfoxide / 0.08 h / 180 °C
3: 54 percent / HCl / 1.5 h / Heating
4: 70 percent / H2S, 25 percent NH3
5: 1) conc. H2SO4, NaNO2; 2) conc. H2SO4 / 1) H2O, 0 deg C, 5 min; 2) reflux, H2O
6: 48 percent / Ag2O / dimethylsulfoxide / 2 h / Ambient temperature
View Scheme

: 4487-59-6
2-bromo-5-nitropyridine

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: dimethylsulfoxide / 0.08 h / 180 °C 2: 54 percent / HCl / 1.5 h / Heating 3: 70 percent / H2S, 25 percent NH3 4: 1) conc. H2SO4, NaNO2; 2) conc. H2SO4 / 1) H2O, 0 deg C, 5 min; 2) reflux, H2O 5: 48 percent / Ag2O / dimethylsulfoxide / 2 h / Ambient temperature View Scheme

: 100367-55-3
5-nitropyridine-2-carbonitrile

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 54 percent / HCl / 1.5 h / Heating 2: 70 percent / H2S, 25 percent NH3 3: 1) conc. H2SO4, NaNO2; 2) conc. H2SO4 / 1) H2O, 0 deg C, 5 min; 2) reflux, H2O 4: 48 percent / Ag2O / dimethylsulfoxide / 2 h / Ambient temperature View Scheme

: 30651-24-2
5-nitropicolinic acid

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 70 percent / H2S, 25 percent NH3 2: 1) conc. H2SO4, NaNO2; 2) conc. H2SO4 / 1) H2O, 0 deg C, 5 min; 2) reflux, H2O 3: 48 percent / Ag2O / dimethylsulfoxide / 2 h / Ambient temperature View Scheme

: 55270-47-8
5-methoxy-2-picoline

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

Conditions

Conditions	Yield
With potassium permanganate In water; toluene
With potassium permanganate In water; toluene
With pyridine; selenium(IV) oxide for 62h; Heating / reflux;

: 89809-63-2
5-methoxypyridine-2-carbonitrile

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride; water Heating / reflux;

: 105170-27-2
2-bromo-5-methoxypyridine

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylamine; palladium diacetate; 1,3-bis-(diphenylphosphino)propane / N,N-dimethyl-formamide / 24 h / 100 °C / 37503.8 Torr 2: water; lithium hydroxide monohydrate / methanol / 12 h / 10 - 35 °C View Scheme

: 29681-39-8
5-methoxypyridine-2-carboxylic acid methyl ester

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

Conditions

Conditions	Yield
With lithium hydroxide monohydrate; water In methanol at 10 - 35℃; for 12h;	2.4 g

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

: 88166-64-7
5-methoxypyridine-2-carbonyl chloride

Conditions

Conditions	Yield
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane; toluene at 0 - 20℃; for 2h;	100%
With thionyl chloride at 50℃; for 3h;	100%
With thionyl chloride In tetrahydrofuran; N,N-dimethyl-formamide

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

: 32511-34-5
(R)-Bornylamine

: 5-methoxy-N-((1S,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl)picolinamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere;	98%

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

: 870-46-2
t-butoxycarbonylhydrazine

: tertbutyl 2-(5-methoxypicolinoyl)hydrazinecarboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 16h;	93%

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

: 117132-44-2
1-(2-(4-methoxyphenoxy)ethyl)piperazine

: (4-(2-(4-methoxyphenoxy)ethyl)piperazin-1-yl)(5-methoxypyridin-2-yl)methanone

Conditions

Conditions	Yield
Stage #1: 5-methoxypyridine-2-carboxylic acid With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: 1-(2-(4-methoxyphenoxy)ethyl)piperazine With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;	93%

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 858599-72-1
N,5‐dimethoxy‐N-methylpicolinamide

Conditions

Conditions	Yield
Stage #1: 5-methoxypyridine-2-carboxylic acid With 1,1'-carbonyldiimidazole In dichloromethane at 30℃; for 3h; Stage #2: N,O-dimethylhydroxylamine*hydrochloride In dichloromethane for 2h;	90%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0 - 20℃; for 14.5h;

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

: 324028-85-5
5-methoxy-6-nitropyridine-2-carboxylic acid

Conditions

Conditions	Yield
With Vilsmeier reagent; potassium nitrate In neat (no solvent) at 100℃; under 1500.15 Torr; Reagent/catalyst; Temperature; Microwave irradiation;	89%

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

: 62-53-3
aniline

: 1575754-48-1
5-methoxy-N-phenylpicolinamide

Conditions

Conditions	Yield
Stage #1: 5-methoxypyridine-2-carboxylic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; Inert atmosphere; Stage #2: aniline With triethylamine In dichloromethane at 0 - 20℃;	85%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;	79%

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

: N-[(4aR,6S,8aR)-8a-(4-amino-1,3-thiazol-2-yl)-6-methyl-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazin-2-yl]benzamide

: N-(2-((4aR,6S,8aR)-2-benzamido-6-methyl-4,4a,5,6-tetrahydropyrano[3,4-d][1,3]thiazin-8a(8H)-yl)thiazol-4-yl)-5-methoxypicolinamide

Conditions

Conditions	Yield
Stage #1: 5-methoxypyridine-2-carboxylic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 15℃; for 0.5h; Inert atmosphere; Stage #2: N-[(4aR,6S,8aR)-8a-(4-amino-1,3-thiazol-2-yl)-6-methyl-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazin-2-yl]benzamide In N,N-dimethyl-formamide at 20℃; for 32h; Inert atmosphere;	85%

Yield

Stage #1: 5-methoxypyridine-2-carboxylic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 15℃; for 0.5h; Inert atmosphere;
Stage #2: N-[(4aR,6S,8aR)-8a-(4-amino-1,3-thiazol-2-yl)-6-methyl-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazin-2-yl]benzamide In N,N-dimethyl-formamide at 20℃; for 32h; Inert atmosphere;

85%

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

: 3913-98-2
(1-methylcyclohexyl)methanamine

: 5-methoxy-N-((1-methylcyclohexyl)methyl)picolinamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere;	85%

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

: 1-(2-amino-4-ethynylphenyl)propan-1-one

: N-(5-ethynyl-2-propionylphenyl)-5-methoxypicolinamide

Conditions

Conditions	Yield
Stage #1: 5-methoxypyridine-2-carboxylic acid With N-ethyl-N,N-diisopropylamine; O‐(1H‐benzotriazol‐1‐yl)‐N,N,N′,N′‐tetramethyluronium tetrafluoroborate In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Stage #2: 1-(2-amino-4-ethynylphenyl)propan-1-one In N,N-dimethyl-formamide at 150 - 154℃; for 0.5h; Microwave irradiation;	83%

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

: 43052-72-8
1,1-Dimethyl-3-phenyl-propylamin

: C18H22N2O2

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 12h;	82%

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

: bis[2-(2,4-difluorophenyl)pyridinato-N,C6']iridium(III) chloride dimer

: 1392214-65-1
(2,4-difluorophenylpyridine(1-))2Ir(5-methoxypicolinate(1-))

Conditions

Conditions	Yield
With Na2CO3 In 2-ethoxy-ethanol soln. Ir complex, ligand and Na2CO3 in 2-ethoxyethanol was refluxed for 24 h; solvent was roto-evapd., residue was chromed. on silica (CH2Cl2 - n-hexane);	80%

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

: 604754-35-0
2-((2-aminoethyl)amino)-5,7-dimethylquinoline-3-carbonitrile

: 1356485-87-4
N-(2-((3-cyano-5,7-dimethylquinolin-2-yl)amino)ethyl)-5-methoxypicolinamide

Conditions

Conditions	Yield
Stage #1: 5-methoxypyridine-2-carboxylic acid With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 0.5h; Stage #2: 2-((2-aminoethyl)amino)-5,7-dimethylquinoline-3-carbonitrile In dichloromethane for 18h;	78%

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

: 96-15-1
2-Methylbutylamine

: 5-methoxy-N-(2-methylbutyl)picolinamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere;	76%

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

: 672957-93-6
5-methoxypicolinic acid N-oxide

Conditions

Conditions	Yield
With urea hydrogen peroxide adduct; trifluoroacetic anhydride In dichloromethane at 0 - 20℃; for 1.5h;	75%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 60℃; for 12h;	36%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 60℃; for 12h;	36%

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

: 10290-98-9
2,6-dichlorobenzenesulfonamide

: 204378-24-5
N-[(2,6-Dichlorophenyl)sulfonyl]-5-methoxy-2-pyridinecarboxamide

Conditions

Conditions	Yield
	63.7%

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

: 71-43-2
benzene

: 53698-54-7
5-methoxyl-2-phenylpyridine

Conditions

Conditions	Yield
With tert-butylhypochlorite; potassium carbonate at 80℃; for 20h;	63%

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

: 176747-44-7
(2S,4R)-4-hydroxy-α,α-diphenyl-2-pyrrolidinemethanol

: 1217168-93-8
((2S,4R)-4-hydroxy-2-(hydroxydiphenylmethyl)pyrrolidin-1-yl)(5-methoxypyridin-2-yl)methanone

Conditions

Conditions	Yield
Stage #1: 5-methoxypyridine-2-carboxylic acid With chloroformic acid ethyl ester; triethylamine In tetrahydrofuran at 0℃; for 1.25h; Stage #2: (2S,4R)-4-hydroxy-α,α-diphenyl-2-pyrrolidinemethanol In tetrahydrofuran at 0 - 20℃;	61%

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

: 5-(4-(4-aminophenyl)piperazin-1-yl)picolinonitrile

: N-(4-(4-(6-cyanopyridin-3-yl)piperazin-1-yl)phenyl)-5-methoxypicolinamide

Conditions

Conditions	Yield
Stage #1: 5-methoxypyridine-2-carboxylic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.333333h; Stage #2: 5-(4-(4-aminophenyl)piperazin-1-yl)picolinonitrile In N,N-dimethyl-formamide at 20℃;	35%

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

: 135484-83-2
2-amino-4-bromo-benzoic acid methyl ester

: methyl 4-bromo-2-(5-methoxypicolinamido)benzoate

Conditions

Conditions	Yield
Stage #1: 5-methoxypyridine-2-carboxylic acid With N-ethyl-N,N-diisopropylamine; O‐(1H‐benzotriazol‐1‐yl)‐N,N,N′,N′‐tetramethyluronium tetrafluoroborate In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Stage #2: 2-amino-4-bromo-benzoic acid methyl ester In N,N-dimethyl-formamide at 80℃; for 0.5h; Microwave irradiation;	29%

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

: 1310350-45-8
(R)-4-(5-amino-2-fluorophenyl)-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine

: 1432512-05-4
C18H17F3N4O3

Conditions

Conditions	Yield
Stage #1: 5-methoxypyridine-2-carboxylic acid With 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride In methanol at 0℃; for 0.5h; Stage #2: (R)-4-(5-amino-2-fluorophenyl)-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine In methanol at 0 - 22℃; for 20h;	26%

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

: 118-93-4
o-hydroxyacetophenone

: 884501-85-3
C15H13NO4

Conditions

Conditions	Yield
With pyridine; trichlorophosphate at 20℃; for 24h;	24%

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

: 57683-71-3
methyl 2-(aminosulfonyl)benzoate

: 204378-16-5
2-[[[(5-Methoxypyridin-2-yl)carbonyl]amino]-sulfonyl]benzoic Acid Methyl Ester

Conditions

Conditions	Yield
	16.5%

: 29082-92-6
5-methoxypyridine-2-carboxylic acid

: 15069-92-8
5-hydroxypicolinic acid

Conditions

Conditions	Yield
With hydrogen iodide

5-Methoxypyridine-2-carboxlic acid Chemical Properties

Systematic Name: 5-Methoxypyridine-2-carboxylic acid
Synonyms of 5-Methoxypyridine-2-carboxlic acid (CAS NO.29082-92-6): 5-Methoxy-2-pyridinecarboxylic acid
CAS NO: 29082-92-6
Molecular Formula: C₇H₇NO₃
Molecular Weight: 153.13
Molecular Structure:
H bond acceptors: 4
H bond donors: 1
Freely Rotating Bonds: 2
Polar Surface Area: 59.42 Å²
Index of Refraction: 1.55
Molar Refractivity: 37.953 cm³
Molar Volume: 119.189 cm³
Surface Tension: 52.101 dyne/cm
Density: 1.285 g/cm³
Flash Point: 143.027 °C
Enthalpy of Vaporization: 58.483 kJ/mol
Boiling Point: 312.883 °C at 760 mmHg
Vapour Pressure: 0 mmHg at 25°C
SMILES: O=C(O)c1ncc(OC)cc1
InChI: InChI=1/C7H7NO3/c1-11-5-2-3-6(7(9)10)8-4-5/h2-4H,1H3,(H,9,10)
InChIKey: YPKUGKJFOOZLHN-UHFFFAOYAI
Std. InChI: InChI=1S/C7H7NO3/c1-11-5-2-3-6(7(9)10)8-4-5/h2-4H,1H3,(H,9,10)
Std. InChIKey: YPKUGKJFOOZLHN-UHFFFAOYSA-N
Product Categories of 5-Methoxypyridine-2-carboxlic acid (CAS NO.29082-92-6): Pyridines

5-Methoxypyridine-2-carboxlic acid Uses

5-Methoxypyridine-2-carboxlic acid (CAS NO.29082-92-6) is used as pharmaceutical intermediate.

Product Name

5-METHOXYPYRIDINE-2-CARBOXYLIC ACID

Synthetic route

5-Methoxypyridine-2-carboxlic acid Chemical Properties

5-Methoxypyridine-2-carboxlic acid Uses

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