5-Bromo-2-chloronicotinic acid supplier

Name
5-Bromo-2-chloronicotinic acid
EINECS
CAS No. 29241-65-4
Article Data13
CAS DataBase
Density 1.917 g/cm³
Solubility
Melting Point 173-176 °C
Formula C₆H₃BrClNO₂
Boiling Point 345.1 °C at 760 mmHg
Molecular Weight 236.452
Flash Point 162.5 °C
Transport Information
Appearance
Safety 26-36/37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Nicotinicacid, 5-bromo-2-chloro- (8CI);2-Chloro-5-bromonicotinic acid;
PSA 50.19000
LogP 2.19570

Synthetic route

: 104612-36-4
5-bromo-2-hydroxynicotinic acid

: 29241-65-4
5-bromo-2-chloronicotinic acid

Conditions

Conditions	Yield
With thionyl chloride In N,N-dimethyl-formamide at 70℃; for 4h;	99%
Stage #1: 5-bromo-2-hydroxynicotinic acid With thionyl chloride In N,N-dimethyl-formamide at 70℃; for 4h; Stage #2: With water In N,N-dimethyl-formamide for 1h;	99%
With thionyl chloride; N,N-dimethyl-formamide	85%

: 609-71-2
2-hydroxy-3-carboxypyridine

: 29241-65-4
5-bromo-2-chloronicotinic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 78 percent / Br2; aq. NaOH / 18 h / 0 - 50 °C 2: 99 percent / thionyl chloride / dimethylformamide / 4 h / 70 °C View Scheme
Multi-step reaction with 2 steps 1: 63.5 percent / aq. conc. NaOH, aq. NaOBr / 48 h / Ambient temperature 2: 37 percent / SOCl2 / dimethylformamide / 0.5 h / Heating View Scheme
Multi-step reaction with 2 steps 1: 71 percent / Br2, NaOH / H2O / 90 h / 50 °C 2: 82 percent / SO2Cl2 / dimethylformamide / 2 h / Heating View Scheme

: 2942-59-8
2-chloronicotinic acid

: 29241-65-4
5-bromo-2-chloronicotinic acid

Conditions

Conditions	Yield
With bromine In acetic acid

: 67-56-1
methanol

: 29241-65-4
5-bromo-2-chloronicotinic acid

: 78686-79-0
methyl 2-chloro-5-bromonicotinate

Conditions

Conditions	Yield
Stage #1: methanol; 5-bromo-2-chloronicotinic acid With sulfuric acid at 60℃; for 36h; Stage #2: With sodium hydrogencarbonate In water	100%
Stage #1: 5-bromo-2-chloronicotinic acid With thionyl chloride at 70℃; Stage #2: methanol In benzene at 65℃;	95%
With sulfuric acid for 15h; Reflux;	89%

: 29241-65-4
5-bromo-2-chloronicotinic acid

: 75-65-0
tert-butyl alcohol

: tert-butyl 5-bromo-2-chloronicotinate

Conditions

Conditions	Yield
With sulfuric acid; magnesium sulfate In dichloromethane at 25℃; for 16h;	94%

: 46049-49-4
(S)-(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methanamine

: 29241-65-4
5-bromo-2-chloronicotinic acid

: (S)-5-bromo-2-chloro-N-((2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methyl)nicotinamide

Conditions

Conditions	Yield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 20℃; for 1h;	93%
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide

: 29241-65-4
5-bromo-2-chloronicotinic acid

: 1117-97-1
N,0-dimethylhydroxylamine

: 885223-63-2
5-bromo-2-chloro-N-methoxy-N-methylnicotinamide

Conditions

Conditions	Yield
Stage #1: 5-bromo-2-chloronicotinic acid With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 1h; Stage #2: N,0-dimethylhydroxylamine In dichloromethane at 20℃;	90%
With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 30℃; for 0.5h;	82%

: 811-98-3
d(4)-methanol

: 29241-65-4
5-bromo-2-chloronicotinic acid

: (2H3)methyl 5-bromo-2-chloropyridine-3-carboxylate

Conditions

Conditions	Yield
With sulfuric acid In water at 60℃; for 48h;	90%

: 29241-65-4
5-bromo-2-chloronicotinic acid

: 150-76-5
4-methoxy-phenol

: 1215864-79-1
5-bromo-2-(4-methoxyphenoxy)nicotinic acid

Conditions

Conditions	Yield
Stage #1: 4-methoxy-phenol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.233333h; Inert atmosphere; Stage #2: 5-bromo-2-chloronicotinic acid In N,N-dimethyl-formamide; mineral oil at 140℃; for 1h; Inert atmosphere;	83%
Stage #1: 4-methoxy-phenol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.1h; Stage #2: 5-bromo-2-chloronicotinic acid In N,N-dimethyl-formamide; mineral oil at 20 - 140℃; for 1.16667h;

: 7664-41-7
ammonia

: 29241-65-4
5-bromo-2-chloronicotinic acid

: 75291-85-9
5-bromo-2-chloronicotinamide

Conditions

Conditions	Yield
Stage #1: 5-bromo-2-chloronicotinic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 3h; Stage #2: ammonia In methanol at -10 - 20℃; for 18h;	82%

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

: 29241-65-4
5-bromo-2-chloronicotinic acid

: 885223-63-2
5-bromo-2-chloro-N-methoxy-N-methylnicotinamide

Conditions

Conditions	Yield
Stage #1: 5-bromo-2-chloronicotinic acid With thionyl chloride at 80℃; for 2h; Stage #2: N,O-dimethylhydroxylamine*hydrochloride With triethylamine In dichloromethane at 0℃; for 1h;	81%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃;	79%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃;	79%
Stage #1: 5-bromo-2-chloronicotinic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide for 0.166667h; Stage #2: N,O-dimethylhydroxylamine*hydrochloride In N,N-dimethyl-formamide for 1h;

: 29241-65-4
5-bromo-2-chloronicotinic acid

: 100-46-9
benzylamine

: 1258846-87-5
2-(benzylamino)-5-bromonicotinic acid

Conditions

Conditions	Yield
at 120℃; for 2h;	79%

: 29241-65-4
5-bromo-2-chloronicotinic acid

: 62-53-3
aniline

: 115891-15-1
5-Bromo-2-phenylamino-nicotinic acid

Conditions

Conditions	Yield
	76%

: 540-38-5
4-Iodophenol

: 29241-65-4
5-bromo-2-chloronicotinic acid

: 1335218-37-5
5-bromo-2-(4-iodophenoxy)nicotinic acid

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide Inert atmosphere; Heating;	76%
Stage #1: p-Iodophenol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 30℃; for 1h; Inert atmosphere; Stage #2: 5-bromo-2-chloronicotinic acid In N,N-dimethyl-formamide; mineral oil at 115℃; Stage #3: With acetic acid In water; N,N-dimethyl-formamide; mineral oil at 20℃; for 1h; pH=5;
Stage #1: p-Iodophenol With sodium hydride In N,N-dimethyl-formamide at 0 - 30℃; for 1h; Inert atmosphere; Stage #2: 5-bromo-2-chloronicotinic acid In N,N-dimethyl-formamide at 115℃; Inert atmosphere;	765 g
With sodium hydride In N,N-dimethyl-formamide at 115℃;

: 29241-65-4
5-bromo-2-chloronicotinic acid

: 742100-75-0
(5-bromo-2-chloro-pyridin-3-yl)-methanol

Conditions

Conditions	Yield
Stage #1: 5-bromo-2-chloronicotinic acid With triethylamine; isobutyl chloroformate In tetrahydrofuran at 0℃; Stage #2: With sodium tetrahydroborate In tetrahydrofuran at 0 - 23℃; for 18h; Further stages.;	70%
Multi-step reaction with 2 steps 1: triethylamine / tetrahydrofuran / 1.25 h / 0 °C 2: sodium tetrahydroborate / water / 3 h / 0 - 20 °C View Scheme
Stage #1: 5-bromo-2-chloronicotinic acid With triethylamine; isobutyl chloroformate In tetrahydrofuran at 20℃; for 1.5h; Cooling with ice; Stage #2: With sodium tetrahydroborate In water at 20℃; for 20h;

: 29241-65-4
5-bromo-2-chloronicotinic acid

: 543-27-1
isobutyl chloroformate

: 742100-75-0
(5-bromo-2-chloro-pyridin-3-yl)-methanol

Conditions

Conditions	Yield
Stage #1: 5-bromo-2-chloronicotinic acid; isobutyl chloroformate With triethylamine In tetrahydrofuran at 0℃; for 1.25h; Stage #2: With sodium tetrahydroborate In tetrahydrofuran; water at 0 - 20℃; for 20h;	70%

: 29241-65-4
5-bromo-2-chloronicotinic acid

: 18107-18-1
diazomethyl-trimethyl-silane

: 78686-79-0
methyl 2-chloro-5-bromonicotinate

Conditions

Conditions	Yield
In methanol; benzene at 0℃; for 1h;	69%

: 29241-65-4
5-bromo-2-chloronicotinic acid

: 109-73-9
N-butylamine

: 1247704-98-8
5-bromo-2-(butylamino)nicotinic acid

Conditions

Conditions	Yield
for 12h; Reflux;	69%

: 1035689-99-6
2-(4-bromo-2,6-difluorophenylamino)nicotinic acid

: 29241-65-4
5-bromo-2-chloronicotinic acid

: 1035690-18-6
5-bromo-2-(3'-ethoxy-3,5-difluorobiphenyl-4-ylamino)nicotinic acid

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In water at 110℃;	63%

: {2‐azabicyclo[2.1.1]hexan‐1‐yl}methanamine

: 29241-65-4
5-bromo-2-chloronicotinic acid

: N‐({2‐benzyl‐2‐azabicyclo[2.1.1]hexan‐1‐yl}methyl)‐5‐bromo‐2‐chloropyridine‐3‐carboxamide

Conditions

Conditions	Yield
Stage #1: 5-bromo-2-chloronicotinic acid With 1-[(1-(cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino)]-uronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 0.5h; Stage #2: {2‐azabicyclo[2.1.1]hexan‐1‐yl}methanamine In dichloromethane at 20℃; for 1h;	63%

: 14150-95-9
2-aminopyridine N-oxide

: 29241-65-4
5-bromo-2-chloronicotinic acid

: 5-Bromo-2-(1-oxy-pyridin-2-ylamino)-nicotinic acid

Conditions

Conditions	Yield
With Ullmann copper; potassium carbonate In N,N-dimethyl-formamide for 3h; Heating;	60%

: 29241-65-4
5-bromo-2-chloronicotinic acid

: 536-74-3
phenylacetylene

: 1-(5-bromo-2-chloropyridin-3-yl)-3-phenylpropynone

Conditions

Conditions	Yield
Stage #1: 5-bromo-2-chloronicotinic acid With thionyl chloride for 3h; Reflux; Stage #2: phenylacetylene With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 0 - 20℃; for 16h; Inert atmosphere; Sealed tube;	60%

: 66362-95-6
2-amino-5-methylpyridine 1-oxide

: 29241-65-4
5-bromo-2-chloronicotinic acid

: 5-Bromo-2-(5-methyl-1-oxy-pyridin-2-ylamino)-nicotinic acid

Conditions

Conditions	Yield
With Ullmann copper; potassium carbonate In N,N-dimethyl-formamide for 3h; Heating;	52%

: 186581-53-3, 908094-01-9
diazomethane

: 29241-65-4
5-bromo-2-chloronicotinic acid

: 78686-79-0
methyl 2-chloro-5-bromonicotinate

Conditions

Conditions	Yield
In diethyl ether Ambient temperature;	49%

: 25063-84-7
2-amino-6-methylpyridine 1-oxide

: 29241-65-4
5-bromo-2-chloronicotinic acid

: 5-Bromo-2-(6-methyl-1-oxy-pyridin-2-ylamino)-nicotinic acid

Conditions

Conditions	Yield
With Ullmann copper; potassium carbonate In N,N-dimethyl-formamide for 3h; Heating;	41%

: 83700-78-1
2-amino-4-methylpyridine-1-oxide

: 29241-65-4
5-bromo-2-chloronicotinic acid

: 5-Bromo-2-(4-methyl-1-oxy-pyridin-2-ylamino)-nicotinic acid

Conditions

Conditions	Yield
With Ullmann copper; potassium carbonate In N,N-dimethyl-formamide for 3h; Heating;	41%

: 3731-53-1
4-(aminomethyl)pyridine

: 29241-65-4
5-bromo-2-chloronicotinic acid

: C12H10BrN3O2

Conditions

Conditions	Yield
at 130℃;	38%

: 27329-70-0
5-formylfurane-2-boronic acid

: 29241-65-4
5-bromo-2-chloronicotinic acid

: 1190223-48-3
2-chloro-5-(5-formylfuran-2-yl)nicotinic acid

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In 1,2-dimethoxyethane; ethanol; water at 50℃; for 28h; Suzuki-Miyaura coupling; Inert atmosphere;	28%

: 29241-65-4
5-bromo-2-chloronicotinic acid

: 62-53-3
aniline

: 143094-44-4
5-bromo-2-chloro-N-phenylnicotinamide

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃;	26%

: 828-27-3
4-Trifluoromethoxyphenol

: 29241-65-4
5-bromo-2-chloronicotinic acid

: 473256-18-7
5-Bromo-2-[4-(trifluoromethoxy)phenoxy]nicotinic acid

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide; pentane	24%

: 13220-33-2
1-methyl-3-pyrrolidinol

: 29241-65-4
5-bromo-2-chloronicotinic acid

: Sodium; 5-bromo-2-(1-methyl-pyrrolidin-3-yloxy)-nicotinate

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran for 1.5h; Heating;	190 g

: 29241-65-4
5-bromo-2-chloronicotinic acid

: 106-47-8
4-chloro-aniline

: 5-Bromo-2-(4-chloro-phenylamino)-nicotinic acid

Conditions

Conditions	Yield
With pyridine; toluene-4-sulfonic acid In water Heating;

5-Bromo-2-chloronicotinic acid Chemical Properties

IUPAC Name: 5-Bromo-2-chloropyridine-3-carboxylic acid
Molecular Formula: C₆H₃BrClNO₂
Molecular Weight: 236.450520 g/mol
Melting Point: 173-176 °C
Density: 1.917 g/cm³
Flash Point: 162.5 °C
Storage temp.: Keep cold
Enthalpy of Vaporization: 62.18 kJ/mol
Boiling Point: 345.1 °C at 760 mmHg
Vapour Pressure: 2.39E-05 mmHg at 25 °C
Water Solubility: 699.3 mg/L at 25 °C
Structure of 5-Bromo-2-chloronicotinic acid (CAS NO.29241-65-4):

Categories of 5-Bromo-2-chloronicotinic acid (CAS NO.29241-65-4): Blocks;Bromides;Carboxes;Pyridines;Acids and Derivatives;Heterocycles;pharmacetical;Carboxylic Acids;Pyridine;Carboxylic Acids

5-Bromo-2-chloronicotinic acid Safety Profile

Safety Information of 5-Bromo-2-chloronicotinic acid (CAS NO.29241-65-4):
Hazard Codes: Xi
Risk Statements: 36/37/38
36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements: 26-36/37/39
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36/37/39:Wear suitable protective clothing, gloves and eye/face protection
Hazard Note: Irritant/Keep Cold

5-Bromo-2-chloronicotinic acid Specification

5-Bromo-2-chloronicotinic acid , its cas register number is 29241-65-4. It also can be called Acide 5-bromo-2-chloronicotinique ; 5-Bromo-2-chloropyridine-3-carboxylic acid ; and 3-Pyridinecarboxylic acid, 5-bromo-2-chloro- .

Product Name

5-Bromo-2-chloronicotinic acid

Synthetic route

5-Bromo-2-chloronicotinic acid Chemical Properties

5-Bromo-2-chloronicotinic acid Safety Profile

5-Bromo-2-chloronicotinic acid Specification

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