97483-77-7

Basic information

• Product Name: 5-Bromo-2-pyridinecarbonitrile
• Synonyms: IFLAB-BB F1926-0030;5-BROMO-2-CYANOPYRIDINE;5-BROMO-2-PYRIDINECARBONITRILE;5-BROMOPYRIDINE-2-CARBONITRILE;5-BROMOPICOLINONITRILE;3-BROMO-6-PYRIDINECARBONITRILE;2-PYRIDINECARBONITRILE, 5-BROMO-;2-CYANO-5-BROMOPYRIDIN
• CAS NO: 97483-77-7
• Molecular Formula: C₆H₃BrN₂
• Molecular Weight: 183.00542
• EINECS: -0
• Product Categories: blocks;Bromides;Carboxes;Pyridines;Pyridine;Pyridine Series;Boron, Nitrile, Thio,& TM-Cpds;Heterocycles;Pyridines, Pyrimidines, Purines and Pteredines;Pyridines derivates;Pyridine Derivertives;Cyano;Organohalides;Heterocyclic Compounds;Bases & Related Reagents;Nucleotides;C6Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks
• Mol File: 97483-77-7.mol
• Article Data: 32

Chemical Properties

• Melting Point: 128-132 °C(lit.)
• Boiling Point: 100-110 °C3 mm Hg(lit.)
• Flash Point: 111.2 °C
• Appearance: light yellow cryst
• Density: 1.72 g/cm³
• Vapor Pressure: 0.0124mmHg at 25°C
• Refractive Index: 1.611
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Soluble in dichloromethane, ether, ethyl acetate and methanol
• PKA: -2.68±0.10(Predicted)
• BRN: 5498624
• CAS DataBase Reference: 5-Bromo-2-pyridinecarbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Bromo-2-pyridinecarbonitrile(97483-77-7)
• EPA Substance Registry System: 5-Bromo-2-pyridinecarbonitrile(97483-77-7)

Safety Data

• Hazard Codes: Xn,T,Xi
• Statements: 22-37/38-41-36/37/38-20/21/22-43
• Safety Statements: 26-36/37/39-36/37-9
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 97483-77-7(Hazardous Substances Data)

Usage

Chemical Properties

Light yellow Cryst

Uses

5-Bromo-2-pyridinecarbonitrile can be used in the synthesis of aza-terphenyl diamidine analogs, which exhibits potent antiprotozoal activity. It can also be used in the synthesis of pyridine-diketopyrrolopyrrole(PyDPP), a building block for preparing low band-gap copolymers for use as electron donor in polymer solar cells.

InChI:InChI=1/C6H3BrN2/c7-5-1-2-6(3-8)9-4-5/h1-2,4H

Synthetic route

5-bromo-pyridine-2-carbaldehyde (31181-90-5) → 2-Cyano-5-bromopyridine (97483-77-7)

Conditions	Yield
With ammonium hydroxide; iodine In tetrahydrofuran at 20℃; for 4h;	100%
With ammonia; iodine In tetrahydrofuran; water at 20℃; for 0.25h;	85%

3-bromopyridine N-oxide (2402-97-3) + trimethylsilyl cyanide (7677-24-9) → 3-bromopyridine-2-carbonitrile (55758-02-6) + 2-Cyano-5-bromopyridine (97483-77-7)

Conditions	Yield
With triethylamine In acetonitrile for 4h; Heating;	A 86% B 9%
With triethylamine In acetonitrile for 4h; Product distribution / selectivity; Reflux;
With triethylamine In acetonitrile for 4h; Heating / reflux;

2,5-dibromopyridine (624-28-2) + sodium cyanide (773837-37-9) + copper(l) cyanide → 2-Cyano-5-bromopyridine (97483-77-7)

Conditions	Yield
In sulfolane at 160℃; for 6h; Temperature; Solvent;	83%
In N,N-dimethyl-formamide at 150℃; for 7h;	70%

P-toluenesulfonyl cyanide (19158-51-1) + 2-iodo-5-bromopyridine (223463-13-6) → 2-Cyano-5-bromopyridine (97483-77-7)

Conditions	Yield
Stage #1: 2-iodo-5-bromopyridine With isopropylmagnesium chloride In tetrahydrofuran; dichloromethane at 0℃; for 0.75h; Stage #2: P-toluenesulfonyl cyanide In tetrahydrofuran; dichloromethane at 20℃; for 2h;	82%

2,5-dibromopyridine (624-28-2) + copper(I) cyanide (544-92-3) → 2-Cyano-5-bromopyridine (97483-77-7)

Conditions	Yield
In N,N-dimethyl-formamide at 110 - 120℃; for 12h;	74%
With sodium cyanide In N,N-dimethyl-formamide for 3h; Heating;	65%
In 1-methyl-pyrrolidin-2-one at 110℃; for 20h;	28%
In 1-methyl-pyrrolidin-2-one at 110℃; for 20h;	28%

2,5-dibromopyridine (624-28-2) + sodium cyanide (143-33-9) + copper(I) cyanide (544-92-3) → 2-Cyano-5-bromopyridine (97483-77-7)

Conditions	Yield
In DMF (N,N-dimethyl-formamide) at 20 - 150℃; for 7h;	70%

2,5-dibromopyridine (624-28-2) + copper(l) cyanide → 2-Cyano-5-bromopyridine (97483-77-7)

Conditions	Yield
With sodium cyanide In N,N-dimethyl-formamide at 150℃; for 7h; Inert atmosphere;	70%

3-Bromopyridine (626-55-1) + trimethylsilyl cyanide (7677-24-9) → 3-bromopyridine-2-carbonitrile (55758-02-6) + 3-bromo-4-cyanopyridine (13958-98-0) + 2-Cyano-5-bromopyridine (97483-77-7)

Conditions	Yield
Stage #1: 3-Bromopyridine With trifluoromethylsulfonic anhydride In chloroform at 20℃; for 1h; Inert atmosphere; Sealed tube; Stage #2: trimethylsilyl cyanide In chloroform at 60℃; for 3h; Inert atmosphere; Sealed tube; Stage #3: With 4-methyl-morpholine In chloroform at 60℃; for 17h; Inert atmosphere; Sealed tube; Overall yield = 79 %;	A 13% B 55% C 11%

2,5-dibromopyridine (624-28-2) + sodium cyanide (773837-37-9) → 2-Cyano-5-bromopyridine (97483-77-7)

Conditions	Yield
With copper(l) cyanide In N,N-dimethyl-formamide at 150℃; for 5h;	53%

2,5-dibromopyridine (624-28-2) + sodium cyanide (773837-37-9) + copper(I) cyanide (544-92-3) → 2-Cyano-5-bromopyridine (97483-77-7)

Conditions	Yield
In N,N-dimethyl-formamide at 150℃; for 5h;	53%

2,5-dibromopyridine (624-28-2) + copper(I) cyanide → 2-Cyano-5-bromopyridine (97483-77-7)

Conditions	Yield
In 1-methyl-pyrrolidin-2-one at 110℃; for 20h;	28%
In 1-methyl-pyrrolidin-2-one at 110℃; for 20h;	28%

5-bromo-pyridine-2-carboxylic acid tert-butylamide → 2-Cyano-5-bromopyridine (97483-77-7)

Conditions	Yield
With trichlorophosphate In toluene at 110℃; for 5h;

2,5-dibromopyridine (624-28-2) + Pd(dppf)Cl2.CH2Cl2 → 2-Cyano-5-bromopyridine (97483-77-7)

Conditions	Yield
With zinc In ethyl acetate; N,N-dimethyl-formamide

2,5-dibromopyridine (624-28-2) → 2-Cyano-5-bromopyridine (97483-77-7)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: 85 percent / NaI; AcCl / acetonitrile / 3 h / Heating 2.1: iPrMgCl / CH2Cl2; tetrahydrofuran / 0.75 h / 0 °C 2.2: 82 percent / CH2Cl2; tetrahydrofuran / 2 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1.1: n-butyllithium / toluene / 2 h / -78 °C 1.2: toluene / 1 h / -78 °C 2.1: POCl3 / toluene / 5 h / 110 °C View Scheme
In N-methyl-acetamide
With zinc(II) cyanide; zinc; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In DMF (N,N-dimethyl-formamide) for 5h; Heating / reflux;

2,5-dibromopyridine (624-28-2) + dicyanozinc (557-21-1) → 2-Cyano-5-bromopyridine (97483-77-7)

Conditions	Yield
With zinc; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In dichloromethane; N,N-dimethyl-formamide for 5h; Heating / reflux;
tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 135℃; for 0.25h; microwave irradiation;

5-bromoisonicotinic acid (30766-11-1) → 2-Cyano-5-bromopyridine (97483-77-7)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: thionyl chloride / 3 h / Reflux 1.2: 20 °C / Cooling with ice 2.1: trichlorophosphate / toluene / 2 h / Reflux 2.2: pH 12 / Cooling with ice View Scheme
Multi-step reaction with 2 steps 1.1: thionyl chloride / 3 h / Reflux 1.2: Cooling with ice 2.1: trichlorophosphate / toluene / 2 h / Reflux View Scheme

5-bromo-2-pyridinecarboxamide (90145-48-5) → 2-Cyano-5-bromopyridine (97483-77-7)

Conditions	Yield
Stage #1: 5-bromo-2-pyridinecarboxamide With trichlorophosphate In toluene for 2h; Reflux; Stage #2: With sodium hydroxide pH=12; Cooling with ice;
With trichlorophosphate In toluene for 2h; Reflux;	43.6 g

2-Cyano-5-bromopyridine (97483-77-7) → 2-cyano-5-iodopyridine (41960-47-8)

Conditions	Yield
With copper(l) iodide; sodium iodide; N,N`-dimethylethylenediamine at 110℃; for 24h; Finkelstein reaction; Inert atmosphere;	100%

2-Cyano-5-bromopyridine (97483-77-7) + ethanethiol (75-08-1) → 5-(ethylsulfanyl)pyridine-2-carbonitrile

Conditions	Yield
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 20 - 50℃;	100%
With 1-methyl-pyrrolidin-2-one; potassium carbonate at 50℃; for 0.5h;	100%
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 20 - 50℃;	100%

2-Cyano-5-bromopyridine (97483-77-7) + sodium thiomethoxide (5188-07-8) → 5-(methylsulfanyl)pyridine-2-carbonitrile (848141-12-8)

Conditions	Yield
With potassium carbonate In 1-methyl-pyrrolidin-2-one	99%
With potassium carbonate In 1-methyl-pyrrolidin-2-one	99%
With sodium t-butanolate In water; acetonitrile at 0 - 20℃; for 16h;

tert-butyl 2-[(R)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]nonane-7-carboxylate (1414782-20-9) + 2-Cyano-5-bromopyridine (97483-77-7) → tert-butyl 2-[(R)-5-(6-cyanopyridin-3-yl)-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]nonane-7-carboxylate (1334785-12-4)

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In 1,4-dioxane; water Suzuki Coupling; Inert atmosphere; Heating;	99%

methanol (67-56-1) + 2-Cyano-5-bromopyridine (97483-77-7) → 5-bromopyridine-2-methylimidate hydrobromide

Conditions	Yield
With hydrogen bromide at 0 - 25℃; for 16h;	99%

2-Cyano-5-bromopyridine (97483-77-7) + butan-1-ol (71-36-3) → 5-bromopyridine-2-butylimidate hydrochloride

Conditions	Yield
With hydrogenchloride at -20 - 0℃; for 16h;	99%

ethanol (64-17-5) + 2-Cyano-5-bromopyridine (97483-77-7) → 5-bromopyridine-2-ethylimidate hydrochloride

Conditions	Yield
With hydrogenchloride at -5 - 5℃; for 16h;	99%

2-Cyano-5-bromopyridine (97483-77-7) → 5-bromo-N-hydroxypyridine-2-carboxamidine (380380-62-1)

Conditions	Yield
With hydroxylamine hydrochloride; potassium tert-butylate In dimethyl sulfoxide at 20℃;	98%
With sodium hydroxide; hydroxylamine hydrochloride In ethanol; water at 60 - 65℃; for 16h;	64%

2-Cyano-5-bromopyridine (97483-77-7) + 6-chloropyridin-3-ylboronic acid (444120-91-6) → 5-(2'-chloropyridin-5'-yl)-2-pyridinecarbonitrile (951658-09-6)

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In methanol; water; toluene at 80℃; Suzuki coupling; Inert atmosphere;	98%

3-(cyclopropylmethoxy)phenol + 2-Cyano-5-bromopyridine (97483-77-7) → 5-(3-(cyclopropylmethoxy)phenoxy)pyridine-2-carbonitrile

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 100℃;	98%
With caesium carbonate In N,N-dimethyl-formamide at 100℃;	19 g

4-methoxyphenylboronic acid (5720-07-0) + 2-Cyano-5-bromopyridine (97483-77-7) → 4-(2-Cyano-5-pyridyl)anisole (135943-40-7)

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium acetate In tetrahydrofuran; water at 80℃; for 18h; Inert atmosphere;	98%

2-Cyano-5-bromopyridine (97483-77-7) + trimethylsilylacetylene (1066-54-2) → 5-[(trimethylsilyl)ethynyl]pyridine-2-carbonitrile (1214278-88-2)

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine In tetrahydrofuran at 50℃; for 5h; Inert atmosphere;	96%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 20℃; for 24h; Sonogashira coupling; Inert atmosphere;	86%

3-(5-(trifluoromethyl)pyridin-2-yl)-1,2,4-oxadiazol-5-amine + 2-Cyano-5-bromopyridine (97483-77-7) → 5-((3-(5-(trifluoromethyl)pyridin-2-yl)-1,2,4-oxadiazol-5-yl)amino)picolinonitrile

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane at 95℃; for 16h; Buchwald-Hartwig Coupling;	96%

diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate (1149-23-1) + C16H11NO5S + 2-Cyano-5-bromopyridine (97483-77-7) → 2,6-dimethyl-pyridine-3,5-dicarboxylic acid diethyl ester (1149-24-2) + C13H10N2OS

Conditions	Yield
With 4,4'-di-tert-butyl-2,2'-bipyridine nickel(II) bromide In N,N-dimethyl acetamide at 20℃; for 24h; Mechanism; Irradiation; Inert atmosphere;	A 96% B 72%

1-(4-Nitrophenyl)piperazine (6269-89-2) + 2-Cyano-5-bromopyridine (97483-77-7) → 5-(4-(4-nitrophenyl)piperazin-1-yl)picolinonitrile

Conditions	Yield
With palladium diacetate; caesium carbonate; ruphos In 1,4-dioxane at 90℃; for 4h; Sealed tube;	94%

2-Cyano-5-bromopyridine (97483-77-7) → 2-(2-amino-1-oxime)-5-bromopyridine (380380-62-1)

Conditions	Yield
With hydroxylamine; sodium hydrogencarbonate In ethanol for 2h; Heating;	93%

(2R)-methylpiperazine (75336-86-6) + 2-Cyano-5-bromopyridine (97483-77-7) → 1-[(3R)-3-methylpiperazin-1-yl]pyridine-2-carbonitrile (946399-86-6)

Conditions	Yield
With modified hectorite-loaded ionic liquid In dimethyl sulfoxide at 100 - 110℃; for 8h; Inert atmosphere;	93%
With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 110℃; for 0.583333h; Microwave irradiation;	39.1%
With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 110℃; for 0.583333h; Microwave irradiation;	39.1%

potassium (2,2-dimethyl-1-(pivaloyloxy)propyl)trifluoroborate + 2-Cyano-5-bromopyridine (97483-77-7) → 1-(6-cyanopyridin-3-yl)-2,2-dimethylpropyl pivalate

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0); dipotassium hydrogenphosphate; Ir(dF(CF3)ppy)2(bpy)PF6; 4,4'-di-tert-butyl-2,2'-bipyridine In 1,4-dioxane at 24℃; for 24h; Inert atmosphere; Irradiation; Sealed tube;	93%

[4-(9,9-dimethyl-9,10-dihydroacridin-10-yl)phenyl]boronic acid + 2-Cyano-5-bromopyridine (97483-77-7) → C26H20N4

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; CyJohnPhos In toluene at 100℃; for 24h; Inert atmosphere;	93%

2,2,2-trifluoroethanol (75-89-8) + 2-Cyano-5-bromopyridine (97483-77-7) → 5-(2,2,2-trifluoroethoxy)picolinonitrile

Conditions	Yield
With C43H59NO2PPd(1+)*CH3O3S(1-); caesium carbonate In toluene at 80℃; Schlenk technique; Inert atmosphere;	93%

1,4-Phenyldiboronic acid (4612-26-4) + 2-Cyano-5-bromopyridine (97483-77-7) → 1,4-bis-(2'-cyanopyridin-5'-yl)phenylene (951657-74-2)

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In methanol; water; toluene at 80℃; Suzuki coupling; Inert atmosphere;	92%

(R)‐3‐(3‐fluoro‐4‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)phenyl)‐5‐(hydroxymethyl)‐oxazolidin‐2‐one (504438-22-6) + 2-Cyano-5-bromopyridine (97483-77-7) → (R)-5-(2-fluoro-4-(5-(hydroxymethyl)-2-oxooxazolidin-3-yl)phenyl)picolinonitrile

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In 1,4-dioxane; ethanol; water at 90 - 95℃; for 3h; Inert atmosphere;	92%

2-Cyano-5-bromopyridine (97483-77-7) → 5-bromo-2-(2H-tetrazol-5-yl)pyridine (380380-60-9)

Conditions	Yield
With pyridine; sodium azide; zinc(II) chloride at 40 - 120℃; for 2h;	91.8%
With sodium azide; ammonium chloride In N,N-dimethyl-formamide at 120℃; for 1h;	84%
With sodium azide; ammonium chloride In DMF (N,N-dimethyl-formamide) at 120℃; for 1h;

methylmagnesium bromide (75-16-1) + 2-Cyano-5-bromopyridine (97483-77-7) → 1-(5-bromopyridin-2-yl)ethanamine (871723-90-9)

Conditions	Yield
Stage #1: methylmagnesium bromide; 2-Cyano-5-bromopyridine In tetrahydrofuran at 0 - 20℃; for 0.5h; Stage #2: With sodium tetrahydroborate In tetrahydrofuran; methanol for 10h;	91%
Stage #1: methylmagnesium bromide; 2-Cyano-5-bromopyridine In tetrahydrofuran at -20 - 0℃; Inert atmosphere; Stage #2: With sodium tetrahydroborate In tetrahydrofuran; methanol at 20℃; for 10h; Stage #3: With sodium hydroxide In tetrahydrofuran; methanol; water	59%
Stage #1: methylmagnesium bromide; 2-Cyano-5-bromopyridine In tetrahydrofuran at -20 - 20℃; for 0.5h; Stage #2: With methanol; sodium tetrahydroborate In tetrahydrofuran at 20℃; for 15h;
Stage #1: methylmagnesium bromide; 2-Cyano-5-bromopyridine In tetrahydrofuran at -20 - 20℃; for 1h; Inert atmosphere; Stage #2: With methanol; sodium tetrahydroborate In tetrahydrofuran for 1h;

benzenesulfinic acid sodium dihydrate (25932-11-0) + 2-Cyano-5-bromopyridine (97483-77-7) → 5-(benzenesulfonyl)pyridin-2-carbonitrile (1424246-19-4)

Conditions	Yield
In dimethyl sulfoxide at 120℃; for 4h;	91%

2-Cyano-5-bromopyridine (97483-77-7) + (S)-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester (101469-92-5) → tert-butyl (S)-3-((6-cyanopyridin-3-yl)oxy)pyrrolidine-1-carboxylate

Conditions	Yield
Stage #1: (S)-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester With sodium hydride In N,N-dimethyl-formamide at 0 - 25℃; for 0.5h; Inert atmosphere; Stage #2: 2-Cyano-5-bromopyridine In N,N-dimethyl-formamide at 0 - 25℃; for 2h; Inert atmosphere;	91%

piperidine (110-89-4) + 2-Cyano-5-bromopyridine (97483-77-7) → 2-cyano-5-(1-piperidinyl)pyridine (1241911-25-0)

Conditions	Yield
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); XPhos In 1,2-dimethoxyethane at 80℃; for 24h; Inert atmosphere;	90%
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); XPhos In 1,2-dimethoxyethane at 80℃; sealed tube; Inert atmosphere;	63%
Stage #1: 2-Cyano-5-bromopyridine With XPhos; tris-(dibenzylideneacetone)dipalladium(0) In 1,2-dimethoxyethane for 0.166667h; Inert atmosphere; Stage #2: piperidine With potassium phosphate In 1,2-dimethoxyethane at 80℃; Inert atmosphere;	63%

2-Cyano-5-bromopyridine (97483-77-7) + potassium benzyltrifluoroborate → 5-benzyl-2-cyanopyridine

Conditions	Yield
With 2,6-dimethylpyridine; bis(1,5-cyclooctadiene)nickel (0); Ir(dF(CF3)ppy)2(bpy)PF6; 4,4'-di-tert-butyl-2,2'-bipyridine In methanol; acetone at 20℃; for 24h; Irradiation;	90%

ethylmagnesium bromide (925-90-6) + 2-Cyano-5-bromopyridine (97483-77-7) → 1-(5-bromopyridin-2-yl)propan-1-one

Conditions	Yield
Stage #1: ethylmagnesium bromide; 2-Cyano-5-bromopyridine In tetrahydrofuran; diethyl ether at -20 - 20℃; for 2h; Stage #2: With hydrogenchloride; water In tetrahydrofuran; diethyl ether	90%
In tetrahydrofuran; diethyl ether at -20 - 20℃; for 2h;	85%
Stage #1: ethylmagnesium bromide; 2-Cyano-5-bromopyridine In diethyl ether at -15 - 20℃; for 3h; Inert atmosphere; Stage #2: With hydrogenchloride In diethyl ether; water at 20℃; for 0.25h; Inert atmosphere;	78%

Upstream product

• 2402-97-3 3-bromopyridine N-oxide 
• 7677-24-9 trimethylsilyl cyanide 
• 647826-69-5 5-bromo-pyridine-2-carboxylic acid tert-butylamide 
• 624-28-2 2,5-dibromopyridine 
• 544-92-3 copper(I) cyanide 
• 19158-51-1 P-toluenesulfonyl cyanide 
• 223463-13-6 2-iodo-5-bromopyridine 
• 31181-90-5 5-bromo-pyridine-2-carbaldehyde 
• 143-33-9 sodium cyanide 
• 557-21-1 dicyanozinc 
• 30766-11-1 5-bromoisonicotinic acid 
• 90145-48-5 5-bromo-2-pyridinecarboxamide 
• 773837-37-9 sodium cyanide 
• 626-55-1 3-Bromopyridine 

Downstream Products

• 917910-75-9 5-[(4-methoxyphenyl)methoxy]pyridine-2-carbonitrile 
• 39065-45-7 2-cyano-5-phenylpyridine 
• 946399-86-6 1-[(3R)-3-methylpiperazin-1-yl]pyridine-2-carbonitrile 
• 865156-44-1 1,1,1-triphenyl-3-(5-bromopyridin-2-yl)-2-aza-1,λ5-phosphabuta-1,3-diene 
• 1179361-93-3 5-bromo-2-pyridine-carboxyimidamine hydrochloride 
• 1201275-44-6 2-(2-(5-bromopyridin-2-yl)-5-(2-hydroxyphenyl)-1H-imidazol-4-yl)phenol 
• 1454250-73-7 furo[2,3-c]pyridine-2-carboxylic acid [5-(3,5-difluoro-benzenesulfonyl)-pyridin-2-ylmethyl]-amide 
• 1454250-71-5 1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid [5-(3,5-difluoro-benzenesulfonyl)-pyridin-2-ylmethyl]-amide 
• 1454250-93-1 N-([5-[(3,5-difluorobenzene)sulfinyl]pyridin-2-yl]methyl)furo[2,3-c]pyridin-2-carboxamide 
• 1454250-96-4 (R)-N-([5-[(3,5-difluorobenzene)sulfinyl]pyridin-2-yl]methyl)furo[2,3-c]pyridin-2-carboxamide 
• 1454250-97-5 (S)-N-([5-[(3,5-difluorobenzene)sulfinyl]pyridin-2-yl]methyl)furo[2,3-c]pyridin-2-carboxamide 
• 1454252-75-5 [5-[(3,5-difluorobenzene)sulfinyl]pyridin-2-yl]methanamine 
• 1354927-82-4 ethyl 5-bromopicolinimidate 

Relevant articles and documents

Preparation method of 2-cyano-5-bromopyridine

The invention provides a preparation method of 2-cyano-5-bromopyridine, which comprises the following step: carrying out substitution reaction on 2-nitro-5-bromopyridine and a cyaniding reagent to obtain the 2-cyano-5-bromopyridine. According to the method, the 2-nitro-5-bromopyridine which is low in price, easy to obtain and wide in source is used as a raw material and is subjected to substitution reaction with the cyaniding reagent to prepare the 2-cyano-5-bromopyridine, the process is low in cost, short in route and simple to operate, the generated nitrite byproduct is easy to dissolve in water and convenient to remove, purification treatment of the target product is facilitated, and the purity and the yield of a target product can be obviously improved.

C?H Cyanation of 6-Ring N-Containing Heteroaromatics

Heteroaromatic nitriles are important compounds in drug discovery, both for their prevalence in the clinic and due to the diverse range of transformations they can undergo. As such, efficient and reliable methods to access them have the potential for far-reaching impact across synthetic chemistry and the biomedical sciences. Herein, we report an approach to heteroaromatic C?H cyanation through triflic anhydride activation, nucleophilic addition of cyanide, followed by elimination of trifluoromethanesulfinate to regenerate the cyanated heteroaromatic ring. This one-pot protocol is simple to perform, is applicable to a broad range of decorated 6-ring N-containing heterocycles, and has been shown to be suitable for late-stage functionalization of complex drug-like architectures.

NOVEL OXAZOLIDINONE DERIVATIVE AND MEDICAL COMPOSITION CONTAINING SAME

Disclosed is a novel oxazolidinone derivative represented by Formula 1 above, in particular, a novel oxazolidinone compound having a cyclic amidoxime or cyclic amidrazone group. In Formula 1, R and Q are the same as defined in the detailed description. In addition, disclosed is a pharmaceutical composition for an antibiotic which includes the novel oxazolidinone derivative of Formula 1, a prodrug thereof, a hydrate thereof, a solvate thereof, an isomer thereof, or a pharmaceutically acceptable salt thereof as an active ingredient. The novel oxazolidinone derivative, the prodrug thereof, the hydrate thereof, the solvate thereof, the isomer thereof, and the pharmaceutically acceptable salt thereof have broad antibacterial spectrum against resistant bacteria, low toxicity and strong antibacterial effects against Gram-positive and Gram-negative bacteria and thus may be effectively used as antibiotics.