3-Pyridylboronic acid supplier

Name
3-Pyridylboronic acid
EINECS -0
CAS No. 1692-25-7
Article Data37
CAS DataBase
Density 1.23 g/cm³
Solubility
Melting Point >300 ºC
Formula C₅H₆BNO₂
Boiling Point 308.8 ºC at 760 mmHg
Molecular Weight 122.919
Flash Point 140.5 ºC
Transport Information
Appearance Light yellow powder
Safety 36/37/39-3-26-45-16
Risk Codes 36/37/38-22-34-11
Molecular Structure
Hazard Symbols Xn,Xi,C,F
Synonyms 3-Pyridineboronicacid (7CI,8CI);Boronic acid, 3-pyridinyl- (9CI);(3-Pyridinyl)boronic acid;Dihydroxy(3-pyridyl)borane;Pyridin-3-ylboronic acid;Pyridine-3-boronic acid;
PSA 53.35000
LogP -1.23860

Synthetic route

: 626-55-1
3-Bromopyridine

: 109-72-8, 29786-93-4
n-butyllithium

: 1692-25-7
3-pyridylboronic acid

Conditions

Conditions	Yield
Stage #1: 3-Bromopyridine; n-butyllithium In toluene at -50℃; Stage #2: With Triisopropyl borate In tetrahydrofuran at -50 - -15℃;	98%

: 626-55-1
3-Bromopyridine

: 1692-25-7
3-pyridylboronic acid

Conditions

Conditions	Yield
Stage #1: 3-Bromopyridine With isopropylmagnesium chloride In tetrahydrofuran at 20℃; for 2h; Stage #2: With tris(trimethylsilyl)borate In tetrahydrofuran at 0 - 20℃; for 24h; Stage #3: With hydrogenchloride at 0℃; pH=6 - 7;	75%
Stage #1: 3-Bromopyridine With n-butyllithium In tetrahydrofuran; hexane; toluene at -50℃; Stage #2: With Triisopropyl borate In tetrahydrofuran; hexane; toluene at -50 - -15℃; Stage #3: With sodium hydroxide In tetrahydrofuran; hexane; toluene	73%
With n-butyllithium; Triisopropyl borate In tetrahydrofuran at -78℃; for 3h;	71%

: 626-55-1
3-Bromopyridine

: 5419-55-6
Triisopropyl borate

: 1692-25-7
3-pyridylboronic acid

Conditions

Conditions	Yield
Stage #1: 3-Bromopyridine With n-butyllithium In tetrahydrofuran; hexanes; toluene at -60 - -50℃; for 0.75h; Stage #2: Triisopropyl borate With hydrogenchloride In tetrahydrofuran; hexanes; water; toluene at -50 - -15℃;	73%
With n-butyllithium In tetrahydrofuran; hexane; toluene at -40℃; for 1.5h;
Stage #1: 3-Bromopyridine With n-butyllithium In tetrahydrofuran; hexane; toluene at -60 - -50℃; for 0.583333h; Stage #2: Triisopropyl borate In tetrahydrofuran; hexane; toluene at -15℃;

: 110-86-1
pyridine

: 121-43-7
Trimethyl borate

: 1692-25-7
3-pyridylboronic acid

Conditions

Conditions	Yield
Stage #1: pyridine With lithium diisopropyl amide In diethyl ether at -78℃; for 1h; Stage #2: Trimethyl borate In diethyl ether at 20℃; for 1h;	65%

: 865-34-9
lithium methanolate

: 149817-62-9
4'-bromo-2,2':6',2''-terpyridine

: 201733-56-4
2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane

A: 128143-86-2
6′,6″-di(pyridin-2-yl)-2,2′:4′,4″:2″,2′′′-quaterpyridine

B: 1692-25-7
3-pyridylboronic acid

C: 181866-50-2
4′-methoxy-2,2′:6′,2′′-terpyridine

D: 381218-94-6
4'-((neopentyl glycolato)boron)-2,2':6',2''-terpyridine

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In methanol at 55℃; for 18h;

...Expand

: diisopropyl 3-pyridylboronate

: 1692-25-7
3-pyridylboronic acid

Conditions

Conditions	Yield
With hydrogenchloride In tetrahydrofuran; hexane; toluene at -20 - 20℃;
With hydrogenchloride at 0℃; pH=5 - 6;
With hydrogenchloride In tetrahydrofuran; hexane; water
With water; sodium hydroxide at 30℃; for 3h; Time; Temperature;

: 626-55-1
3-Bromopyridine

K4[Fe(CN)6]: K4[Fe(CN)6]

: 1692-25-7
3-pyridylboronic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: n-BuLi / tetrahydrofuran; hexane; toluene / -40 - -20 °C 2: aq. HCl / tetrahydrofuran; toluene; hexane / -20 - 20 °C View Scheme

: 626-55-1
3-Bromopyridine

: 121-43-7
Trimethyl borate

: 64-17-5
ethanol

: 1692-25-7
3-pyridylboronic acid

Conditions

Conditions	Yield
With n-butyllithium; acetic acid In diethyl ether; hexane; water
With n-butyllithium; acetic acid In diethyl ether; hexane; water

...Expand

: 626-55-1
3-Bromopyridine

: 121-43-7
Trimethyl borate

: 1692-25-7
3-pyridylboronic acid

Conditions

Conditions	Yield
With hydrogenchloride; sodium hydroxide; n-butyllithium In diethyl ether; hexane; water; acetic acid
With hydrogenchloride; sodium hydroxide; n-butyllithium In diethyl ether; hexane; water; acetic acid
With hydrogenchloride; sodium hydroxide; n-butyllithium In diethyl ether; hexane; water; acetic acid
With hydrogenchloride; sodium hydroxide; n-butyllithium In diethyl ether; hexane; water; acetic acid

: 626-55-1
3-Bromopyridine

: 121-43-7
Trimethyl borate

: 594-19-4
tert.-butyl lithium

: 1692-25-7
3-pyridylboronic acid

Conditions

Conditions	Yield
With hydrogenchloride; sodium hydroxide In methanol; diethyl ether; dichloromethane; pentane
With hydrogenchloride; sodium hydroxide In methanol; diethyl ether; dichloromethane; pentane

...Expand

: 626-55-1
3-Bromopyridine

: 7647-01-0
hydrogenchloride

: 5419-55-6
Triisopropyl borate

: 1692-25-7
3-pyridylboronic acid

Conditions

Conditions	Yield
In tetrahydrofuran (N2); addn. of 1.1 equiv. of butyllithium in hexanes to THF soln. of bromoarene deriv. at -78°C, stirring for 60-120 min at -78°C,addn. of 1.1 equiv. of borate deriv., warming to room temp. overnight; addn. of 2 M aq. HCl, extn (CH2Cl2), recrystn.;

...Expand

: C8H13Cl2N5

: 371-40-4
4-fluoroaniline

: 1692-25-7
3-pyridylboronic acid

Conditions

Conditions	Yield
With sodium hydrogencarbonate In tetrahydrofuran; water; acetone at 20℃; for 16h;

: 175885-77-5
pyridine-3-boronic acid dimethyl ester

: 1692-25-7
3-pyridylboronic acid

Conditions

Conditions	Yield
With hydrogenchloride In water at -15℃;

: 462-08-8
pyridin-3-ylamine

: 13675-18-8
tetrahydroxydiboron

: 1692-25-7
3-pyridylboronic acid

Conditions

Conditions	Yield
Stage #1: pyridin-3-ylamine With hydrogenchloride; sodium nitrite In water at 0℃; for 0.25h; Stage #2: tetrahydroxydiboron With potassium carbonate In water at 20℃; for 0.333333h;

: 1120-90-7
3-iodopyridine

: 13675-18-8
tetrahydroxydiboron

: 1692-25-7
3-pyridylboronic acid

Conditions

Conditions	Yield
In methanol; water at -5℃; for 0.166667h; UV-irradiation; Flow reactor; chemoselective reaction;	100 %Spectr.

: 121-43-7
Trimethyl borate

: 21970-14-9
pyridin-3-ylmagnesium bromide

: 1692-25-7
3-pyridylboronic acid

Conditions

Conditions	Yield
at 10 - 20℃; for 0.5h;

: 2402-78-0
2,6-dichloropyridine

: 1692-25-7
3-pyridylboronic acid

: 70650-96-3
N,N'-bis(3-pyridyl)-2,6-diaminopyridine

Conditions

Conditions	Yield
With potassium phosphate; tris(dibenzylideneacetone)dipalladium (0); tricyclohexylphosphine In 1,4-dioxane; water at 100℃; for 18h;	100%

: 454-79-5
2-Bromo-5-trifluoromethylaniline

: 1692-25-7
3-pyridylboronic acid

: 158461-54-2
2-(pyridin-3-yl)-5-(trifluoromethyl)benzeneamine

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In 1,4-dioxane; water at 80℃; for 2.5h; Suzuki cross-coupling; Inert atmosphere;	100%
With sodium carbonate; trans-bis(triphenylphosphine)palladium dichloride In 1,4-dioxane; water for 24h; Suzuki cross-coupling; Heating;	91%
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In water; acetonitrile at 100℃; for 14h; Inert atmosphere;	7.62 g
With potassium phosphate; methanesulfonic acid(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II) In 1,4-dioxane; water at 80℃; Inert atmosphere;

: 863783-61-3
3-(6-bromo-quinolin-4-yloxy)-5,6-dimethyl-[2,2']bipyridine

: 1692-25-7
3-pyridylboronic acid

: 5,6-Dimethyl-3-(6-pyridin-3-yl-quinolin-4-yloxy)-[2,2']bipyridine

Conditions

Conditions	Yield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; N,N-dimethyl-formamide at 70℃; for 3h;	100%

: 863783-73-7
3-(7-bromo-quinolin-4-yloxy)-5,6-dimethyl-[2,2']bipyridine

: 1692-25-7
3-pyridylboronic acid

: 5,6-Dimethyl-3-(7-pyridin-3-yl-quinolin-4-yloxy)-[2,2']bipyridine

Conditions

Conditions	Yield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; N,N-dimethyl-formamide at 70℃; for 5h;	100%

: 1692-25-7
3-pyridylboronic acid

: 2142-63-4
1-(3-Bromophenyl)ethanone

: 171092-38-9
3-(pyridin-3-yl)acetophenone

Conditions

Conditions	Yield
With sodium tetrachloropalladate(II); 3-(di-tert-butylphosphino)-propane-1-sulfonic acid; sodium carbonate In 2-methyltetrahydrofuran at 80℃; for 4h; Inert atmosphere;	100%
With potassium phosphate; palladium dichloride; S-2,2',6,6'-tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine In butan-1-ol at 100℃; for 20h; Suzuki coupling; Inert atmosphere;	90%

: 591-18-4
1-Bromo-3-iodobenzene

: 1692-25-7
3-pyridylboronic acid

: 4422-32-6
3-(3'-bromophenyl)pyridine

Conditions

Conditions	Yield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 100℃; Inert atmosphere;	100%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene for 18h; Reflux;	90.9%
With palladium diacetate; sodium carbonate; triphenylphosphine In 1,2-dimethoxyethane; water for 18h; Inert atmosphere; Reflux;	88%

: 14862-52-3
1,3-dibromo-5-chlorobenzene

: 1692-25-7
3-pyridylboronic acid

: 1214345-76-2
3,3’-(5-chloro-1,3-phenylene)dipyridine

Conditions

Conditions	Yield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 100℃; Inert atmosphere;	100%

: 32338-02-6
2-bromo-4-methoxyaniline

: 1692-25-7
3-pyridylboronic acid

: 923293-14-5
3-(2-amino-5-methoxyphenyl)pyridine

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In 1,4-dioxane; water at 80℃; for 2.5h; Suzuki cross-coupling; Inert atmosphere;	100%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In 1,4-dioxane; water at 80℃; for 2.5h; Suzuki coupling; Inert atmosphere;	100%

: 1353384-15-2
3-iodo-1,8-dimethoxyanthracene-9,10-dione

: 1692-25-7
3-pyridylboronic acid

: 1353384-35-6
1,8-dimethoxy-3-(pyridin-3'-yl)-anthraquinone

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In N,N-dimethyl-formamide at 70 - 80℃; Suzuki coupling; Inert atmosphere;	100%

: 2-(8-Bromo-2-oxo-5,6-dihydro-4H-imidazo[4,5,1-ij]quinolin-1(2H)-yl)-N-methyl-N-phenylacetamide

: 1692-25-7
3-pyridylboronic acid

: C24H22N4O2

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 20℃; for 2.5h; Suzuki-Miyaura Coupling; Reflux; Inert atmosphere;	100%

: 1436712-97-8
5-(3-bromophenyl)-3-methoxy-5-(4-methoxyphenyl)pyrrolidin-2-one

: 1692-25-7
3-pyridylboronic acid

: 1436713-00-6
3-methoxy-5-(4-methoxyphenyl)-5-(3-(pyridin-3-yl)phenyl)pyrrolidin-2-one

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 90℃; Inert atmosphere;	100%

: 863724-27-0
tert-butyl (5-bromo-2-oxo-1,3-benzoxazol-3(2H)-yl)acetate

: 1692-25-7
3-pyridylboronic acid

: tert-butyl [2-oxo-5-(pyridin-3-yl)-1,3-benzoxazol-3(2H)-yl]acetate

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane at 20℃; for 2h; Suzuki-Miyaura Coupling; Reflux; Inert atmosphere;	100%

: 78686-83-6
methyl 2-chloro-5-iodo-3-pyridinecarboxylate

: 1692-25-7
3-pyridylboronic acid

: 1214383-62-6
C12H9ClN2O2

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate In water; N,N-dimethyl-formamide at 25℃; Suzuki Coupling;	100%

: 872-31-1
3-Bromothiophene

: potassium phosphate

: bis(di-tert-butyl(3,5-di-(tert-butyl)phenyl)phosphine)dichloropalladium

: 1692-25-7
3-pyridylboronic acid

: 71-36-3
butan-1-ol

: 21308-81-6
3-(thiophen-3-yl)pyridine

Conditions

Conditions	Yield
In water	100%

...Expand

: 1007110-00-0
tert-butyl (2S)-2-[(S)-hydroxy{3-[(trifluoromethanesulfonyl)oxy]phenyl}methyl]piperidine-1-carboxylate

: 1692-25-7
3-pyridylboronic acid

: tert-butyl (2S)-2-{(S)-hydroxy[3-(pyridin-3-yl)phenyl]-methyl}piperidine-1-carboxylate

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; N,N-dimethyl-formamide for 1.5h; Heating;	100%

: 2-((trans-4-hydroxycyclohexyl)amino)-4-(4-iodo-3-isopropyl-1H-pyrazolo[3,4-b]pyridin-1-yl)benzonitrile

: 1692-25-7
3-pyridylboronic acid

: 1260536-06-8
2-((trans-4-hydroxycyclohexyl)amino)-4-(3-isopropyl-4-(pyridin-3-yl)-1H-pyrazolo[3,4-b]pyridin-1-yl)benzonitrile

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water at 100℃; for 4h; Suzuki-Miyaura Coupling; Inert atmosphere;	100%

: tert-butyl 3-(3-(3-bromophenyl)-1H-pyrazol-5-yl)pyrrolidine-1-carboxylate

: 1692-25-7
3-pyridylboronic acid

: tert-butyl 3-(3-(3-(pyridin-3-yl)phenyl)-1H-pyrazol-5-yl)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In tetrahydrofuran; water at 100℃; for 16h;	100%

: 941685-08-1
4-bromo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine

: 1692-25-7
3-pyridylboronic acid

: 4-(pyridin-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate In 1,4-dioxane; water Inert atmosphere;	99.9%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate In 1,4-dioxane; water at 60℃; for 5h; Inert atmosphere;	99.9%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate In 1,4-dioxane; water at 60℃; for 5h; Inert atmosphere;	99.9%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate In 1,4-dioxane; water at 60℃; for 5h; Inert atmosphere;	99.9%

: 1003-09-4
2-bromothiophene

: 1692-25-7
3-pyridylboronic acid

: 21298-53-3
3-thiophen-2-yl-pyridine

Conditions

Conditions	Yield
With potassium phosphate; palladium dichloride; S-2,2',6,6'-tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine In butan-1-ol at 100℃; for 20h; Suzuki coupling; Inert atmosphere;	99%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane at 90℃; for 1h; Suzuki coupling;	62%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane; water at 80℃; for 24h; Suzuki-Miyaura coupling; Reflux;	62%
With bis(η3-allyl-μ-chloropalladium(II)); N,N,N′,N′-tetra(diphenylphosphinomethyl)-1,2-ethylenediamine; potassium carbonate In N,N-dimethyl acetamide; butan-1-ol at 120℃; for 12h; Reagent/catalyst; Time; Suzuki Coupling; Inert atmosphere;

: 108-86-1
bromobenzene

: 1692-25-7
3-pyridylboronic acid

: 1008-88-4
3-phenylpyridine

Conditions

Conditions	Yield
With potassium phosphate; palladium dichloride; S-2,2',6,6'-tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine In butan-1-ol at 100℃; for 6h; Suzuki coupling; Inert atmosphere;	99%
With C18H20Cl2N8Pd; caesium carbonate In 1,4-dioxane at 100℃; for 12h; Suzuki coupling; Inert atmosphere;	96%
With potassium phosphate; tris(dibenzylideneacetone)dipalladium (0); tricyclohexylphosphine In 1,4-dioxane; water at 100℃; for 18h;	95%

: 15499-27-1
4-n-butylchlorobenzene

: 1692-25-7
3-pyridylboronic acid

: 732276-73-2
3-(4-n-butylphenyl)pyridine

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; tris(dibenzylideneacetone)dipalladium (0) In butan-1-ol at 100℃; for 15h; Suzuki-Miyaura coupling;	99%
With potassium phosphate; tris(dibenzylideneacetone)dipalladium (0); tricyclohexylphosphine In 1,4-dioxane; water at 100℃; for 18h;	93%

: 95-46-5
2-methylphenyl bromide

: 1692-25-7
3-pyridylboronic acid

: 90395-49-6
3-(p-methylphenyl)pyridine

Conditions

Conditions	Yield
With potassium phosphate; palladium dichloride; S-2,2',6,6'-tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine In butan-1-ol at 100℃; for 3h; Suzuki coupling; Inert atmosphere;	99%
With C18H20Cl2N8Pd; caesium carbonate In 1,4-dioxane at 100℃; for 12h; Suzuki coupling; Inert atmosphere;	91%
With potassium carbonate; (1RS,2RS,3SR,4SR)-1,2,3,4-tetrakis((diphenylphosphanyl)methyl)cyclopentane; bis(η3-allyl-μ-chloropalladium(II)) In xylene at 130℃; for 20h; Suzuki coupling reaction;	85%
With potassium carbonate; [Pd(C3H5)Cl]2/Tedicyp complex In xylene at 130℃; for 20h; Suzuki reaction;	85%

: 927384-45-0
4-bromo-2-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-1-methoxybenzene

: 1692-25-7
3-pyridylboronic acid

: 3-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-4-methoxy-1-(3-pyridyl)benzene

Conditions

Conditions	Yield
With cesium fluoride; bis(tri-t-butylphosphine)palladium(0) In 1,4-dioxane; water at 80℃; for 4h; Suzuki-Miyaura reaction;	99%
With cesium fluoride; bis(tri-t-butylphosphine)palladium(0) In not given at 60°C;	99%

: 1692-25-7
3-pyridylboronic acid

: 841259-40-3
3-benzyloxy-4-iodo-5-(1-methoxycarbonyl-4-piperidyl)isoxazol

: 3-benzyloxy-4-(3-pyridyl)-5-(1-methoxycarbonyl-4-piperidinyl)isoxazole

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In N,N-dimethyl-formamide at 70℃; for 22h; Suzuki coupling;	99%

: 1692-25-7
3-pyridylboronic acid

: 106-40-1
4-bromo-aniline

: 82261-42-5
4-pyridin-3-ylaniline

Conditions

Conditions	Yield
With potassium phosphate; palladium dichloride; S-2,2',6,6'-tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine In butan-1-ol at 100℃; for 20h; Suzuki coupling; Inert atmosphere;	99%
With potassium phosphate tribasic heptahydrate In 1,4-dioxane for 48h; Suzuki coupling; Reflux;	85%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In 1,4-dioxane; water for 3.5h; Inert atmosphere;	71%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 100℃; Inert atmosphere;	40%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In 1,4-dioxane; water at 100℃; Suzuki Coupling; Inert atmosphere;	35%

: 13445-16-4
3-bromo-2,6-dimethoxypyridine

: 1692-25-7
3-pyridylboronic acid

: 1169827-10-4
2,6-dimethoxy-3-(3-pyridinyl)pyridine

Conditions

Conditions	Yield
With potassium phosphate; palladium dichloride; S-2,2',6,6'-tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine In butan-1-ol at 100℃; for 20h; Suzuki coupling; Inert atmosphere;	99%

: 2398-37-0
3-methoxyphenyl bromide

: 1692-25-7
3-pyridylboronic acid

: 4373-67-5
3-(3-methoxyphenyl)pyridine

Conditions

Conditions	Yield
With potassium phosphate; palladium dichloride; S-2,2',6,6'-tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine In butan-1-ol at 100℃; for 6h; Suzuki coupling; Inert atmosphere;	99%

: 99-90-1
para-bromoacetophenone

: 1692-25-7
3-pyridylboronic acid

: 90395-45-2
1-(4-(pyridin-3-yl)phenyl)ethan-1-one

Conditions

Conditions	Yield
With potassium phosphate; palladium dichloride; S-2,2',6,6'-tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine In butan-1-ol at 100℃; for 20h; Suzuki coupling; Inert atmosphere;	99%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 80℃; for 16h; Inert atmosphere;	91.6%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 80℃; for 16h; Inert atmosphere;	91.6%

: 916314-51-7
quinolin-8-yl methanesulfonate

: 1692-25-7
3-pyridylboronic acid

: 37049-48-2
8-(3-pyridyl)-quinoline

Conditions

Conditions	Yield
With sodium tetrachloropalladate(II); dicyclohexyl {2-sulfo-9-[3-(4-sulfophenyl)propyl]-9H-fluoren-9-yl}phosphonium hydrogen sulfate; potassium carbonate In water at 95℃; for 16h; Suzuki-Miyaura coupling; Inert atmosphere;	99%

: 16156-59-5
phenyl methanesulfonate

: 1692-25-7
3-pyridylboronic acid

: 1008-88-4
3-phenylpyridine

Conditions

Conditions	Yield
With sodium tetrachloropalladate(II); dicyclohexyl {2-sulfo-9-[3-(4-sulfophenyl)propyl]-9H-fluoren-9-yl}phosphonium hydrogen sulfate; potassium carbonate In water at 95℃; for 16h; Suzuki-Miyaura coupling; Inert atmosphere;	99%

3-Pyridylboronic acid Specification

The IUPAC name of this chemical is pyridin-3-ylboronic acid. With the CAS registry number 1692-25-7, it is also named as 3-Pyridineboronic acid. The product's categories are Blocks; Boronic Acids; Pyridines; Pyridine; Boronic Acids & Esters; Heterocyclic Compounds; Organoborons; Aromatics Compounds; B (Classes of Boron Compounds); Aromatics; Boron Derivatives; Heterocycles; Boronic Acids and Derivatives; Heteroaryl. It is light yellow powder which is stable under normal temperature and pressure. Additionally, Pyridine-3-boronic acid should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/BCF (pH 5.5): 1; (2)ACD/BCF (pH 7.4): 1; (3)ACD/KOC (pH 5.5): 15.751; (4)ACD/KOC (pH 7.4): 1; (5)#H bond acceptors: 3; (6)#H bond donors: 2; (7)#Freely Rotating Bonds: 3; (8)Index of Refraction: 1.534; (9)Molar Refractivity: 31.087 cm³; (10)Molar Volume: 99.944 cm³; (11)Polarizability: 12.324×10^-24 cm³; (12)Surface Tension: 51.135 dyne/cm ; (13)Enthalpy of Vaporization: 58.018 kJ/mol; (14)Vapour Pressure: 0 mmHg at 25°C; (15)Rotatable Bond Count: 1; (16)Exact Mass: 123.049159; (17)MonoIsotopic Mass: 123.049159; (18)Topological Polar Surface Area: 53.4; (19)Heavy Atom Count: 9; (20)Complexity: 89.

Preparation of Pyridine-3-boronic acid: It can be obtained by 3-bromo-pyridine. This reaction needs reagent triisopropyl borate, n-butyllithium and solvent toluene, tetrahydrofuran, hexane at temperature of -40--20 °C.

Uses of Pyridine-3-boronic acid: It can react with 5-bromo-nicotinic acid methyl ester to get [3,3']bipyridinyl-5-carboxylic acid methyl ester. This reaction needs reagent Et₃N, Pd(OAc)₂, 1,1'-bis(diphenylphosφno)ferrocene and solvent dimethylformamide at temperature of 95 °C. The reaction time is 5 days. The yield is 89%.

When you are using this chemical, please be cautious about it as the following:
It is highly flammable, so people should keep it away from sources of ignition. It is not only harmful if swallowed, but also irritating to eyes, respiratory system and skin. what's more, this chemical can cause burns. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure.
1. SMILES:B(c1cccnc1)(O)O
2. InChI:InChI=1/C5H6BNO2/c8-6(9)5-2-1-3-7-4-5/h1-4,8-9H
3. InChIKey:ABMYEXAYWZJVOV-UHFFFAOYAR

Product Name

3-Pyridylboronic acid

Synthetic route

3-Pyridylboronic acid Specification

Related Products

Hot Products