2-Methoxynicotinic Acid supplier

Name
2-Methoxynicotinic acid
EINECS 605-381-2
CAS No. 16498-81-0
Article Data10
CAS DataBase
Density 1.284 g/cm³
Solubility
Melting Point 146-150 °C(lit.)
Formula C₇H₇NO₃
Boiling Point 285.5 °C at 760 mmHg
Molecular Weight 153.137
Flash Point 126.5 °C
Transport Information
Appearance white crystalline powder
Safety 26-37/39
Risk Codes 36-36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2-methoxypyridine-3-carboxylate;2-Methoxy Nicotinic Acid;2-Methoxy-nicotinic acid;
PSA 59.42000
LogP 0.78840

Synthetic route

: 2942-59-8
2-chloronicotinic acid

: 124-41-4
sodium methylate

: 16498-81-0
2-methoxynicotinic acid

Conditions

Conditions	Yield
In methanol at 125℃; autoclave;	64%

: 2942-59-8
2-chloronicotinic acid

: 16498-81-0
2-methoxynicotinic acid

Conditions

Conditions	Yield
With sodium methylate In methanol; water

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

: 16498-81-0
2-methoxynicotinic acid

Conditions

Conditions	Yield
Stage #1: 2-methoxynicotinic acid methyl ester With water; sodium hydroxide In methanol for 2h; Reflux; Stage #2: With hydrogenchloride In methanol; water pH=7;

: 16498-81-0
2-methoxynicotinic acid

: 53750-65-5
2-methoxypyridine-3-carbonyl chloride

Conditions

Conditions	Yield
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 27℃; for 2h; Inert atmosphere;	98%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 27℃; for 2h; Inert atmosphere;	98%
With sulfuryl dichloride In dichloromethane for 2h; Heating;

: 16498-81-0
2-methoxynicotinic acid

: 111409-79-1
1-bromo-2-(triisopropylsilyl)acetylene

: methyl 2-methoxy-4-((triisopropylsilyl)ethynyl)nicotinate

Conditions

Conditions	Yield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; potassium carbonate at 90℃; for 14h;	92%

: (±)-ethyl 2-(5-methoxy-1,2,3,4,5,6-hexahydro-7H-2,6-methanoazocino[5,4-b]indol-7-yl)acetate

: 16498-81-0
2-methoxynicotinic acid

: (±)-ethyl 2-(5-methoxy-3-(2-methoxynicotinoyl)-1,2,3,4,5,6-hexahydro-7H-2,6-methanoazocino[5,4-b]indol-7-yl)acetate

Conditions

Conditions	Yield
Stage #1: 2-methoxynicotinic acid With thionyl chloride In N,N-dimethyl-formamide; toluene for 1h; Reflux; Stage #2: (±)-ethyl 2-(5-methoxy-1,2,3,4,5,6-hexahydro-7H-2,6-methanoazocino[5,4-b]indol-7-yl)acetate With triethylamine In dichloromethane at 20℃;	92%

: 16498-81-0
2-methoxynicotinic acid

: 2-methoxy-5-iodonicotinic acid

Conditions

Conditions	Yield
With N-iodo-succinimide; acetic acid at 35℃; for 16h;	90%

: 1428155-03-6
N1-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)benzene-1,4-diamine

: 16498-81-0
2-methoxynicotinic acid

: 1428155-13-8
2-methoxy-N-(4-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-ylamino)phenyl)pyridine-3-carboxamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere;	89%

: 16498-81-0
2-methoxynicotinic acid

: 13472-59-8
3-Bromo-2-methoxypyridine

Conditions

Conditions	Yield
With potassium phosphate; tetrabuthylammonium tribromide In acetonitrile at 100℃;	88%

: methyl 5-amino-6-(4-(2,4-difluorophenoxy)piperidin-1-yl)nicotinate

: 16498-81-0
2-methoxynicotinic acid

: methyl 6-(4-(2,4-difluorophenoxy)piperidin-1-yl)-5-(2-methoxynicotinamido)nicotinate

Conditions

Conditions	Yield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one; ethyl acetate at 60℃;	88%

: 16498-81-0
2-methoxynicotinic acid

: 54916-66-4
5-bromo-2-methoxy-nicotinic acid

Conditions

Conditions	Yield
With N-Bromosuccinimide In water at 20 - 25℃; for 16h; Reagent/catalyst; Temperature;	87%
With bromine In water at 20℃;	82%
With bromine In water at 20℃;	82%

: 1428155-06-9
3-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)aniline

: 16498-81-0
2-methoxynicotinic acid

: 1428155-48-9
2-methoxy-N-(3-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)phenyl)pyridine-3-carboxamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere;	86%

: 67-56-1
methanol

: 16498-81-0
2-methoxynicotinic acid

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

Conditions

Conditions	Yield
Stage #1: methanol; 2-methoxynicotinic acid With sulfuric acid for 6h; Reflux; Stage #2: With sodium hydrogencarbonate In water	85%
Stage #1: methanol; 2-methoxynicotinic acid With sulfuric acid for 6h; Reflux; Stage #2: With sodium hydrogencarbonate In water	85%
With sulfuric acid at 0 - 65℃; for 6h;

: 1428155-04-7
2-fluoro-N1-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)benzene-1,4-diamine

: 16498-81-0
2-methoxynicotinic acid

: 1428155-20-7
N-(3-fluoro-4-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-ylamino)phenyl)-2-methoxypyridine-3-carboxamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere;	83%

: 16498-81-0
2-methoxynicotinic acid

: 476362-75-1
5-((((9H-fluoren-9-yl)methoxy)carbonylamino)methyl)thiophene-2-carboxylic acid

: N-((5-(hydroxycarbamoyl)thiophen-2-yl)methyl)-2-methoxynicotinamide

Conditions

Conditions	Yield
Stage #1: 5-((((9H-fluoren-9-yl)methoxy)carbonylamino)methyl)thiophene-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 for 1h; Stage #2: With piperidine In N,N-dimethyl-formamide for 0.333333h; Stage #3: 2-methoxynicotinic acid Further stages;	80%

: 818-08-6
di(n-butyl)tin oxide

: 16498-81-0
2-methoxynicotinic acid

: C60H96N4O14Sn4

Conditions

Conditions	Yield
In ethanol at 80 - 90℃; for 10h;	80%

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

: 16498-81-0
2-methoxynicotinic acid

: 926003-56-7
N,2-dimethoxy-N-methylnicotinamide

Conditions

Conditions	Yield
Stage #1: 2-methoxynicotinic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 1h; Stage #2: N,O-dimethylhydroxylamine*hydrochloride With pyridine In dichloromethane at 0 - 20℃; for 18h;	78%
Stage #1: 2-methoxynicotinic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane for 1h; Stage #2: N,O-dimethylhydroxylamine*hydrochloride With pyridine In dichloromethane at 0 - 20℃; for 18h;	61%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane for 18h; Cooling;	51%
Stage #1: N,O-dimethylhydroxylamine*hydrochloride; 2-methoxynicotinic acid With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In chloroform for 6h; Cooling with ice; Stage #2: dmap at 20℃;

: 16498-81-0
2-methoxynicotinic acid

: 67-64-1
acetone

: 4-bromo-1,1-dimethyl-1H-furo[3,4-c]pyridin-3-one

Conditions

Conditions	Yield
Stage #1: 2-methoxynicotinic acid With 2,2,6,6-tetramethyl-piperidine; n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: acetone In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #3: With hydrogen bromide; acetic acid In ethanol for 3h; Heating;	76%

: 16498-81-0
2-methoxynicotinic acid

: 54916-65-3
5-chloro-2-methoxypyridine-3-carboxylic acid

Conditions

Conditions	Yield
With sodium hypochlorite Ambient temperature;	75%
With sodium hypochlorite Ambient temperature;	75%
In chloroform; water
With hydrogenchloride In aqueous sodium hypochlorite	195 mg. (52%)
In chloroform; water

: 16498-81-0
2-methoxynicotinic acid

: 123-38-6
propionaldehyde

: 1357194-87-6
1-ethyl-4-methoxyfuro[3,4-c]pyridin-3(1H)-one

Conditions

Conditions	Yield
Stage #1: 2-methoxynicotinic acid With n-butyllithium In tetrahydrofuran; hexane at -65℃; for 1h; Inert atmosphere; Stage #2: propionaldehyde In tetrahydrofuran; hexane at 20℃; for 3h; Inert atmosphere;	75%

: rac-6-(4-(2,2-difluorocyclobutyl)-4H-1,2,4-triazol-3-yl)pyridin-2-amine

: 16498-81-0
2-methoxynicotinic acid

: rac-N-(6-(4-(2,2-difluorocyclobutyl)-4H-1,2,4-triazol-3-yl)pyridin-2-yl)-2-methoxynicotinamide

Conditions

Conditions	Yield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In ethyl acetate at 110℃; for 1h; Microwave irradiation;	75%

: 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione

: 16498-81-0
2-methoxynicotinic acid

: 76988-05-1
2-Methoxynicotinic acid N-succinimide ester

Conditions

Conditions	Yield
With dicyclohexyldicarboimide In 1,4-dioxane at 20℃; for 6.5h;	74%

: 100-02-7
4-nitro-phenol

: 16498-81-0
2-methoxynicotinic acid

: 2-Methoxy-nicotinic acid 4-nitro-phenyl ester

Conditions

Conditions	Yield
With dicyclohexyldicarboimide In pyridine	74%

: 2127-03-9
2,2'-dipyridyldisulphide

: 16498-81-0
2-methoxynicotinic acid

: S-pyridin-2-yl 2-methoxypyridine-3-carbothioate

Conditions

Conditions	Yield
With triphenylphosphine In tetrahydrofuran at 20℃; for 6h; Inert atmosphere;	74%
With triphenylphosphine In tetrahydrofuran at 25℃; for 12h; Inert atmosphere;	72%

: 4-(4-(2,4-difluorophenoxy)piperidin-1-yl)-6-methoxypyridin-3-amine

: 16498-81-0
2-methoxynicotinic acid

: N-(4-(4-(2,4-difluorophenoxy)piperidin-1-yl)-6-methoxypyridin-3-yl)-2-methoxynicotinamide

Conditions

Conditions	Yield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one; ethyl acetate at 50℃; for 7h;	73.2%

: C10H8BrN3O

: 16498-81-0
2-methoxynicotinic acid

: N-(5-(4-bromophenyl)-1H-pyrazol-3-yl)-2-methoxynicotinamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane Reflux;	73%

: (+)-10-amino-2-pyrimidin-4-yl-7,8,9,10-tetrahydropyrimido[1,2-a]azepin-4(6H)-one

: 16498-81-0
2-methoxynicotinic acid

: (+)-2-methoxy-N-(4-oxo-2-pyrimidin-4-yl-4,6,7,8,9,10-hexahydro-pyrimido[1,2-a]azepin-10-yl)-nicotinamide

Conditions

Conditions	Yield
With diethyl cyanophosphonate; triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 16h;	70%

: rac-6-[4-(2,2-difluoro-1-methyl-ethyl)-1,2,4-triazol-3-yl]pyridin-2-amine

: 16498-81-0
2-methoxynicotinic acid

: rac-N-(6-(4-(1,1-difluoropropan-2-yl)-4H-1,2,4-triazol-3-yl)pyridin-2-yl)-2-methoxynicotinamide

Conditions

Conditions	Yield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In ethyl acetate at 80℃; for 3h;	70%

: 1083006-42-1
2-aminomethyl-1-methyl-1H-[4,4']bipyrimidinyl-6-one

: 16498-81-0
2-methoxynicotinic acid

: 1083006-12-5
2-Methoxy-N-(1-methyl-6-oxo-1,6-dihydro-[4,4']bipyrimidinyl-2-ylmethyl)-nicotinamide

Conditions

Conditions	Yield
With diethyl cyanophosphonate; triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 1h;	68%

: C10H9N3O

: 16498-81-0
2-methoxynicotinic acid

: 2-methoxy-N-(5-phenyl-1H-pyrazol-3-yl)nicotinamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane Reflux;	68%

: 2-(4-(2,4-difluorophenoxy)piperidin-1-yl)-5-(methoxymethyl)pyridin-3-amine

: 16498-81-0
2-methoxynicotinic acid

: N-(2-(4-(2,4-difluorophenoxy)piperidin-1-yl)-5-(methoxymethyl)pyridin-3-yl)-2-methoxynicotinamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl acetamide at 80℃; for 2h;	64%

: 3-amino-4-(4-((4-fluorophenyl)(methoxy)methyl)piperidin-1-yl)benzonitrile

: 16498-81-0
2-methoxynicotinic acid

: N-(5-cyano-2-(4-((4-fluorophenyl)(methoxy)methyl)piperidin-1-yl)phenyl)-2-methoxynicotinamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 80℃; for 12h;	63.5%

2-Methoxynicotinic Acid Specification

The 2-Methoxynicotinic Acid, with its cas registry number 16498-81-0, has the systematic name of 2-methoxypyridine-3-carboxylic acid. And its product categories are various, including blocks; carboxes; pyridines; pyridine; niacin; organic acids; chiral chemicals.

The characteristics of this chemical are as followings: (1)ACD/BCF (pH 5.5): 1; (2)ACD/BCF (pH 7.4): 1; (3)ACD/KOC (pH 5.5): 1; (4)ACD/KOC (pH 7.4): 1; (5)#H bond acceptors: 4; (6)#H bond donors: 1; (7)#Freely Rotating Bonds: 2; (8)Polar Surface Area: 48.42; (9)Index of Refraction: 1.549; (10)Molar Refractivity: 37.95 cm³; (11)Molar Volume: 119.1 cm³; (12)Polarizability: 15.04×10^-24 cm³; (13)Surface Tension: 52.1 dyne/cm; (14)Density: 1.284 g/cm³; (15)Flash Point: 126.5 °C; (16)Enthalpy of Vaporization: 55.41 kJ/mol; (17)Boiling Point: 285.5 °C at 760 mmHg; (18)Vapour Pressure: 0.0013 mmHg at 25°C; (19)Exact Mass: 152.034768; (20)MonoIsotopic Mass: 152.034768; (21)Topological Polar Surface Area: 62.2; (22)Heavy Atom Count: 11; (23)Formal Charge: -1; (24)Complexity: 143.

You should be cautious while dealing with this chemical. It is irritating to eyes, respiratory system and skin, and may cause inflammation to the skin or other mucous. So you had better take the following instructions. Wear suitable protective clothing, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

Addtionally, the following datas could be converted inte the molecular structure:
(1)SMILES:O=C(O)c1cccnc1OC
(2)InChI:InChI=1/C7H7NO3/c1-11-6-5(7(9)10)3-2-4-8-6/h2-4H,1H3,(H,9,10)
(3)InChIKey:FTEZJSXSARPZHJ-UHFFFAOYAP

Product Name

2-Methoxynicotinic acid

Synthetic route

2-Methoxynicotinic Acid Specification

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