4-Bromopyridine hydrochloride supplier

Name
4-Bromopyridine hydrochloride
EINECS 243-128-4
CAS No. 19524-06-2
Density 1.598 g/cm³
Solubility Soluble in DMSO, Methanol and Water.
Melting Point 270 °C (dec.)(lit.)
Formula C₅H₄BrN.HCl
Boiling Point 185.2 °C at 760 mmHg
Molecular Weight 194.458
Flash Point 65.8 °C
Transport Information 2811
Appearance White crystalline powder
Safety 26-36/37/39-22
Risk Codes 36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xi,Xn
Synonyms 4-Bromopyridinium chloride;4-Bromopyridine HCl;
PSA 12.89000
LogP 2.64610

Synthetic route

: 87199-17-5
4-formylphenylboronic acid,

: 19524-06-2
4-bromopyridine hydrochloride

: 99163-12-9
4-(pyridin-4-yl)benzaldehyde

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water for 4h; Suzuki Coupling; Reflux; Inert atmosphere;	100%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; isopropyl alcohol; toluene for 7h; Inert atmosphere; Reflux;	94%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; isopropyl alcohol; toluene for 7h; Inert atmosphere; Reflux;	84%

: 19524-06-2
4-bromopyridine hydrochloride

: 1120-87-2
4-bromopyridin

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃; for 6h; Inert atmosphere; Schlenk technique;	100%
With sodium hydroxide In water at 20℃; for 0.166667h;	100%
With sodium hydrogencarbonate In water	84%

: 91983-26-5
4-(cyanomethyl)phenylboronic acid

: 19524-06-2
4-bromopyridine hydrochloride

: 112170-33-9
2-(4-(pyridin-4-yl)phenyl)acetonitrile

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; isopropyl alcohol; toluene for 7h; Inert atmosphere; Reflux;	100%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; isopropyl alcohol; toluene for 7h; Inert atmosphere; Reflux;	61%
Stage #1: 4-(cyanomethyl)phenylboronic acid; 4-bromopyridine hydrochloride With potassium carbonate In isopropyl alcohol; toluene at 20℃; for 0.5h; Inert atmosphere; Stage #2: With tetrakis(triphenylphosphine) palladium(0) for 7h; Inert atmosphere; Reflux;

: 52462-29-0
[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2

: 19524-06-2
4-bromopyridine hydrochloride

: 1587730-27-5
[RuCl2(p-cymene)(4-BrNC5H4)]

Conditions

Conditions	Yield
In dichloromethane at 20℃;	100%
In dichloromethane at 20℃;	97%

: 19524-06-2
4-bromopyridine hydrochloride

: 147081-44-5
(3S)-3-amino-1-(tert-butoxycarbonyl)-pyrrolidine

: 1010446-43-1
(S)-3-(pyridin-4-ylamino)-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With sodium t-butanolate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 70℃; for 4h;	99%

: 19524-06-2
4-bromopyridine hydrochloride

: 927-74-2
1-butyn-4-ol

: 192643-83-7
4-(pyridin-4-yl)butyl-3-yn-1-ol

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine; lithium chloride In water for 2h; Sonogashira coupling; Reflux; Inert atmosphere;	99%

: 1032189-97-1
3,5-dimethoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl diethylcarbamate

: 19524-06-2
4-bromopyridine hydrochloride

: 1032189-92-6
3,5-dimethoxy-2-(pyridin-4-yl)phenyl diethylcarbamate

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water at 90℃; for 20h; Suzuki-Miyaura coupling;	99%

: 5720-05-8
4-methylphenylboronic acid

: 19524-06-2
4-bromopyridine hydrochloride

: 4423-10-3
4-(p-tolyl)pyridine

Conditions

Conditions	Yield
With Pd(PPh2)(m-C6H4SO3Na)*(H2O)4; sodium carbonate In methanol; water; benzene at 80℃; for 6.5h;	98%
With palladium diacetate; sodium hydrogencarbonate; triphenylphosphine In water; N,N-dimethyl-formamide for 18h; Suzuki reaction; Heating; Inert atmosphere;	80%

: 6267-34-1
2-bromo-5-methoxy-1,3-dimethyl-benzene

: 19524-06-2
4-bromopyridine hydrochloride

: 338989-70-1
4-manisylpyridine

Conditions

Conditions	Yield
Stage #1: 2-bromo-5-methoxy-1,3-dimethyl-benzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; Stage #2: With zinc(II) chloride In tetrahydrofuran; hexane at -78 - 20℃; Stage #3: 4-bromopyridine hydrochloride With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; hexane for 12h; Negishi coupling; Heating;	98%

: 1429747-36-3
5-methoxy-2-[1-(4-methoxybenzyl)-1H-indazol-3-yl]pyrimidin-4-amine

: 19524-06-2
4-bromopyridine hydrochloride

: 1429745-32-3
5-methoxy-2-[1-(4-methoxybenzyl)-1H-indazol-3-yl]-N-(pyridin-4-yl)-pyrimidin-4-amine

Conditions

Conditions	Yield
With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In N,N-dimethyl-formamide at 105℃; Inert atmosphere;	98%
With tris(dibenzylideneacetone)dipalladium (0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In N,N-dimethyl-formamide at 100℃; for 72h; Inert atmosphere;	81%

: 19524-06-2
4-bromopyridine hydrochloride

: 17880-61-4
methyl 5-ethynylpyridine-2-carboxylate

: methyl 5-(pyridin-4-ylethynyl)picolinate

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); triethylamine In tetrahydrofuran at 75℃; for 24h; Schlenk technique;	98%

: 4-(5-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-β-D-ribosyl)-2H-1,2,3-triazole

: 19524-06-2
4-bromopyridine hydrochloride

: 2-(4-pyridyl)-4-(2,3-isopropylidene-5-tert-butyldiphenylsilyl-β-D-ribosyl)-1,2,3-triazole

Conditions

Conditions	Yield
With potassium phosphate; bis(η3-allyl-μ-chloropalladium(II)); 2-(di-1-adamantylphosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl In toluene at 120℃; for 10h; Sealed tube; Inert atmosphere;	98%

: 19524-06-2
4-bromopyridine hydrochloride

: 536-74-3
phenylacetylene

: 13295-94-8
4-(phenylethynyl)pyridine

Conditions

Conditions	Yield
With copper(l) iodide; potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); (1RS,2RS,3SR,4SR)-1,2,3,4-tetrakis((diphenylphosphanyl)methyl)cyclopentane In N,N-dimethyl-formamide at 100℃; for 20h;	97%
bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In diethylamine at 20℃; for 5h; Arylation; Heating;	96%
With pyrrolidine; triphenylphosphine; palladium dichloride In water at 120℃; for 2h; Sonogashira Cross-Coupling; Inert atmosphere; Schlenk technique;	94%

: 5720-07-0
4-methoxyphenylboronic acid

: 19524-06-2
4-bromopyridine hydrochloride

: 5938-16-9
4-(4-methoxylphenyl)pyridine

Conditions

Conditions	Yield
With sodium phosphate; palladium on activated charcoal In isopropyl alcohol at 80℃; for 3h; Suzuki-Miyaura coupling reaction;	97%
With sodium phosphate dodecahydrate; palladium 10% on activated carbon In isopropyl alcohol at 80℃; for 3h; hetero-Suzuki-Miyaura cross-coupling; Inert atmosphere;	97%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In N,N-dimethyl-formamide at 85℃; for 2.25h; Suzuki cross-coupling;	92%
With potassium carbonate; tris-(o-tolyl)phosphine In 1,2-dimethoxyethane at 80℃; for 14h; Suzuki coupling;	74%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water at 130℃; for 0.75h; Sealed tube; Inert atmosphere; Microwave irradiation;	74%

: 109-01-3
1-methyl-piperazine

: 19524-06-2
4-bromopyridine hydrochloride

: 1-methyl-4-(pyridin-4-yl)piperazine

Conditions

Conditions	Yield
With palladium diacetate; sodium t-butanolate; XPhos In 1,2-dimethoxyethane Buchwald-Hartwing reaction;	97%

: 19524-06-2
4-bromopyridine hydrochloride

: 1692-25-7
3-pyridylboronic acid

: 4394-11-0
3,4'-bipyridyl

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0) In 1,4-dioxane at 20 - 100℃; for 18h; Sealed tube; Inert atmosphere;	97%

: 19524-06-2
4-bromopyridine hydrochloride

: 1066-54-2
trimethylsilylacetylene

: 4-(trimethylsilanylethynyl)pyridine hydrochloride

Conditions

Conditions	Yield
Stage #1: 4-bromopyridine hydrochloride With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In methanol at 20℃; for 0.0833333h; Inert atmosphere; Schlenk technique; Stage #2: trimethylsilylacetylene In methanol at 20℃; for 1h; Inert atmosphere; Schlenk technique; Stage #3: With hydrogenchloride In diethyl ether for 0.25h; Inert atmosphere; Schlenk technique;	97%

: 19524-06-2
4-bromopyridine hydrochloride

: 1066-54-2
trimethylsilylacetylene

: 133810-35-2
4-(2-(trimethylsilyl)ethynyl)pyridine

Conditions

Conditions	Yield
With triethylamine; triphenylphosphine; palladium dichloride; zinc dibromide In tetrahydrofuran at 0 - 60℃; for 4.5h;	96%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine In tetrahydrofuran at 20℃; for 72h; Sonogashira coupling;	89%
With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In N,N-dimethyl-formamide at 65℃; for 3h;	89%

: 19524-06-2
4-bromopyridine hydrochloride

: 349087-20-3
9,9-diethyl-2,7-diethynylfluorene

: 349086-56-2
9,9-diethyl-2,7-bis(4-pyridylethynyl)fluorene

Conditions

Conditions	Yield
With copper(l) iodide; triethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride at 70℃; for 24h;	96%

: 19524-06-2
4-bromopyridine hydrochloride

: 405198-29-0
10-hexyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-10H-phenothiazine

: 10-hexyl-3-(pyridin-4-yl)-10H-phenothiazine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,2-dimethoxyethane; water at 90℃; for 18h; Suzuki coupling;	96%

: 19524-06-2
4-bromopyridine hydrochloride

: 3-formyl-4-methoxyphenylboronic acid

: 385802-40-4
2-methoxy-5-(pyridin-4-yl)benzaldehyde

Conditions

Conditions	Yield
Stage #1: 4-bromopyridine hydrochloride; 3-formyl-4-methoxyphenylboronic acid With potassium carbonate; bis-triphenylphosphine-palladium(II) chloride In ethanol; water at 80℃; for 2h; Heating / reflux; Stage #2: With hydrogenchloride In ethanol; water; ethyl acetate at 40 - 50℃; for 0.5h; pH=2 - 3; Stage #3: With sodium hydroxide In water for 1h; pH=12 - 13; Product distribution / selectivity;	96%

Yield

Stage #1: 4-bromopyridine hydrochloride; 3-formyl-4-methoxyphenylboronic acid With potassium carbonate; bis-triphenylphosphine-palladium(II) chloride In ethanol; water at 80℃; for 2h; Heating / reflux;
Stage #2: With hydrogenchloride In ethanol; water; ethyl acetate at 40 - 50℃; for 0.5h; pH=2 - 3;
Stage #3: With sodium hydroxide In water for 1h; pH=12 - 13; Product distribution / selectivity;

96%

: trans-3-{[4-(tert-butoxycarbonyl-methyl-amino)-cyclohexylamino]-methyl}-4-methoxy-benzeneboronic acid

: 19524-06-2
4-bromopyridine hydrochloride

: [4-(2-methoxy-5-pyridin-4-ylbenzylamino)cyclohexyl]methylcarbarnic acid t-butyl ester

Conditions

Conditions	Yield
With caesium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; toluene at 105℃; for 4h; Product distribution / selectivity;	96%

: 19524-06-2
4-bromopyridine hydrochloride

: 144970-32-1
1,3,5,7-tetrakis(4-ethinylphenyl)adamantane

: 1287733-25-8
1,3,5,7-tetrakis(4-(pyridyl-4′-yl-ethynyl)phenyl)adamantine

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine In toluene for 24h; Sonogashira coupling; Inert atmosphere; Reflux;	96%

: cis-tert-butyl 2-(3-(2'-fluoro-5'-hydroxy-[1,1'-biphenyl]-4-yl)cyclobutoxy)acetate

: 19524-06-2
4-bromopyridine hydrochloride

: cis-2-(3-(2'-fluoro-5'-(pyridin-4-yloxy)-[1,1'-biphenyl]-4-yl)cyclobutoxy)acetic acid

Conditions

Conditions	Yield
Stage #1: cis-tert-butyl 2-(3-(2'-fluoro-5'-hydroxy-[1,1'-biphenyl]-4-yl)cyclobutoxy)acetate; 4-bromopyridine hydrochloride With potassium carbonate In N,N-dimethyl-formamide at 150℃; Stage #2: With water; potassium hydroxide In tetrahydrofuran; methanol at 20℃;	96%

: 19524-06-2
4-bromopyridine hydrochloride

: 867-44-7
S-Methylisothiourea sulfate

: 22581-72-2
4-methylthiopyridine

Conditions

Conditions	Yield
With caesium carbonate In dimethyl sulfoxide at 80℃; for 4h;	96%

: 19524-06-2
4-bromopyridine hydrochloride

: 98-80-6
phenylboronic acid

: 939-23-1
p-phenylpyridine

Conditions

Conditions	Yield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0); Merrifield polymer In ethanol; water; toluene at 80℃; for 24h;	95%
With palladium on activated charcoal; tetrabutylammomium bromide; sodium carbonate In 1,2-dimethoxyethane at 80℃; for 9h; Suzuki-Miyaura coupling;	95%
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In 1,2-dimethoxyethane; water at 80℃; for 4h; Suzuki coupling;	93%

: 935-14-8
1,4-diethynylbenzene

: 19524-06-2
4-bromopyridine hydrochloride

: 158525-01-0
1,4-bis(2-(4-pyridyl)ethynyl)benzene

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 60℃; for 18h; Sonogashira Cross-Coupling; Inert atmosphere; Schlenk technique;	95%
With copper(l) iodide; diisopropylamine; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 47℃; for 3.75h; Sonogashira-Hagihara coupling;	67%
With bis-triphenylphosphine-palladium(II) chloride; copper (I) iodide; diethylamine for 36h; Ambient temperature;	51%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine at 20℃; for 72h; Arylation;

: 100-59-4
phenylmagnesium chloride

: 19524-06-2
4-bromopyridine hydrochloride

: 939-23-1
p-phenylpyridine

Conditions

Conditions	Yield
1,1'-bis-(diphenylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran at 25℃; for 5h;	95%

: 41876-70-4
4-ethynyl-N,N-diethylaniline

: 19524-06-2
4-bromopyridine hydrochloride

A: 562813-17-6
N,N-diethyl-N-[4-(2-(pyridin-4-yl)ethynyl)phenyl]amine

B: bis-(p-diethylaminophenyl)butadiyne

Conditions

Conditions	Yield
With piperidine; copper(l) iodide; hydrogen; bis-triphenylphosphine-palladium(II) chloride In acetonitrile for 8h; Sonogashira coupling; Heating;	A 95% B 2.5%

...Expand

: 28611-39-4
4-(dimethylamino)benzene-boronic acid

: 19524-06-2
4-bromopyridine hydrochloride

: 1137-80-0
4-(4-dimethylaminophenyl)pyridine

Conditions

Conditions	Yield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; N,N-dimethyl-formamide for 24h; Suzuki coupling reaction; Heating;	95%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran; water at 80℃; for 18h; Suzuki coupling; Inert atmosphere;	79%
With palladium diacetate; triphenylphosphine In N,N-dimethyl-formamide Reflux;	30%

4-Bromopyridine hydrochloride Chemical Properties

IUPAC Name: 4-bromopyridine hydrochloride
Synonyms of 4-Bromopyridine hydrochloride (CAS NO.19524-06-2): Pyridine, 4-bromo-, hydrochloride ; 4-Bromopyridinium chloride
CAS NO: 19524-06-2
Molecular Formula: C₅H₄BrN.HCl
Molecular Weight: 194.46
Molecular Structure:
EINECS: 243-128-4
H bond acceptors: 1
H bond donors: 0
Freely Rotating Bonds: 0
Polar Surface Area: 12.89 Å²
Flash Point: 65.8 °C
Enthalpy of Vaporization: 40.41 kJ/mol
Boiling Point: 185.2 °C at 760 mmHg
Vapour Pressure: 0.968 mmHg at 25°C
Melting Point: 270 °C (dec.)(lit.)
Sensitive: Hygroscopic
Appearance: White crystalline powder
Product Categories: Pyridine;Heterocycles;Pyridines, Pyrimidines, Purines and Pteredines;Halides;Pyridines;Pyridines derivates;Heterocyclic Compounds;Bromopyridines;Halopyridines;Pyridinium Compounds;Bases & Related Reagents;Nucleotides;C5Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks

4-Bromopyridine hydrochloride Uses

4-Bromopyridine hydrochloride (CAS NO.19524-06-2) is a useful synthetic intermediate.

4-Bromopyridine hydrochloride Safety Profile

Safety Information about 4-Bromopyridine hydrochloride (CAS NO.19524-06-2):
Hazard Codes: Harmful Xn,Xi
Risk Statements: 36/37/38-20/21/22
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39-22
S22: Do not breathe dust.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: 2811
WGK Germany: 3
F: 3-10
Hazard Note: Irritant
HazardClass: 6.1
PackingGroup: III
HS Code: 29333999

4-Bromopyridine hydrochloride Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam.
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Avoid ingestion and inhalation.
Storage: Store in a cool, dry place. Store in a tightly closed container.

Product Name

4-Bromopyridine hydrochloride

Synthetic route

4-Bromopyridine hydrochloride Chemical Properties

4-Bromopyridine hydrochloride Uses

4-Bromopyridine hydrochloride Safety Profile

4-Bromopyridine hydrochloride Specification

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