128071-75-0

Basic information

• Product Name: 2-BROMO-3-FORMYLPYRIDINE
• Synonyms: 2-BROMONICOTINALDEHYDE;2-BROMO-PYRIDINE-3-CARBALDEHYDE;2-BROMOPYRIDINE-3-CARBOXALDEHYDE;2-BROMO-3-FORMYLPYRIDINE;2-BROMO-3-PYRIDINECARBOXALDEHYDE;2-Bromopyridine-3-carboxaldehyde 97%;2-Bromopyridine-3-carboxaldehyde, 2-Bromo-3-formylpyridine;2-Bromo-3-pyridinecarboxaldehyde ,96%
• CAS NO: 128071-75-0
• Molecular Formula: C₆H₄BrNO
• Molecular Weight: 186.01
• Product Categories: pharmacetical;Aldehydes;Pyridines;Pyridine;Pyridines derivates;Halogenated;Organohalides;Bromopyridines;Halopyridines;Heterocycles;Heterocycle-Pyridine series
• Mol File: 128071-75-0.mol
• Article Data: 32

Chemical Properties

• Melting Point: 73 °C
• Boiling Point: 100 °C / 3mmHg
• Flash Point: 115.7 °C
• Appearance: /
• Density: 1.683 g/cm³
• Vapor Pressure: 0.00802mmHg at 25°C
• Refractive Index: 1.619
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: -1.01±0.10(Predicted)
• CAS DataBase Reference: 2-BROMO-3-FORMYLPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-3-FORMYLPYRIDINE(128071-75-0)
• EPA Substance Registry System: 2-BROMO-3-FORMYLPYRIDINE(128071-75-0)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36-43
• Safety Statements: 26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 128071-75-0(Hazardous Substances Data)

Usage

Chemical Properties

Yellow solid

InChI:InChI=1/C6H4BrNO/c7-6-5(4-9)2-1-3-8-6/h1-4H

Synthetic route

2-bromo-pyridine (109-04-6) + N,N-dimethyl-formamide (68-12-2, 33513-42-7) → 2-bromopyridine-3-carboxaldehyde (128071-75-0)

Conditions	Yield
Stage #1: 2-bromo-pyridine With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 3h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -78℃; for 1h; Further stages.;	85%
Stage #1: 2-bromo-pyridine With lithium diisopropyl amide In tetrahydrofuran at -50℃; for 1h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran for 1h; Temperature; Reagent/catalyst;	78%
Stage #1: 2-bromo-pyridine With lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; for 4h; Inert atmosphere; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere;	75%

(2-bromopyrid-3-yl)methanol (131747-54-1) → 2-bromopyridine-3-carboxaldehyde (128071-75-0)

Conditions	Yield
With phosphoric acid; dimethyl sulfoxide; dicyclohexyl-carbodiimide for 1.5h; Ambient temperature;	83%
With phosphoric acid; dimethyl sulfoxide; dicyclohexyl-carbodiimide at 20℃; for 1.5h;	80%

2-bromo-3-(dibromomethyl)-pyridine (865449-15-6) → 2-bromopyridine-3-carboxaldehyde (128071-75-0)

Conditions	Yield
With calcium carbonate In water for 8h; Heating;	83%
With calcium carbonate In water for 14h; Reflux;	78%
With water; calcium carbonate at 100℃; for 7h;	60%

2-bromo-pyridine (109-04-6) + formaldehyd (50-00-0) → 2-bromopyridine-3-carboxaldehyde (128071-75-0)

Conditions	Yield
With lithium	42%

2-bromo-pyridine (109-04-6) + formic acid ethyl ester (109-94-4) → 2-bromopyridine-3-carboxaldehyde (128071-75-0)

Conditions	Yield
Stage #1: 2-bromo-pyridine With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 2h; Stage #2: formic acid ethyl ester In tetrahydrofuran at -78℃; for 1h; Stage #3: With water; ammonium chloride In tetrahydrofuran at -30℃;	11%

2,6-Dibromopyridine (626-05-1) + N,N-dimethyl-formamide (68-12-2, 33513-42-7) → 2-bromopyridine-3-carboxaldehyde (128071-75-0)

Conditions	Yield
Yield given. Multistep reaction;

2,4-dibromopyridine (58530-53-3) + N,N-dimethyl-formamide (68-12-2, 33513-42-7) → 2-bromopyridine-3-carboxaldehyde (128071-75-0)

Conditions	Yield
Yield given. Multistep reaction;

2,5-dibromopyridine (624-28-2) + N,N-dimethyl-formamide (68-12-2, 33513-42-7) → 2-bromopyridine-3-carboxaldehyde (128071-75-0)

Conditions	Yield
Yield given. Multistep reaction;

C9H8BrNO4 (1036408-89-5) → 2-bromopyridine-3-carboxaldehyde (128071-75-0)

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.03 g / LiAlH4 / tetrahydrofuran / 0.5 h / -78 °C 2: 80 percent / N,N'-dicyclohexylcarbodiimide; H3PO4; DMSO / 1.5 h / 20 °C View Scheme

2-bromo-3-picoline (3430-17-9) → 2-bromopyridine-3-carboxaldehyde (128071-75-0)

Conditions	Yield
Multi-step reaction with 4 steps 1: 98 percent / KMnO4; H2O / 20 h / Heating 2: Et3N / benzene / 1 h / 20 °C 3: 1.03 g / LiAlH4 / tetrahydrofuran / 0.5 h / -78 °C 4: 80 percent / N,N'-dicyclohexylcarbodiimide; H3PO4; DMSO / 1.5 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: 83 percent / N-bromosuccinimide; benzoylperoxyde / CCl4 / 4 h / Heating 2: 83 percent / CaCO3 / H2O / 8 h / Heating View Scheme
Multi-step reaction with 3 steps 1: 70 percent / KMnO4 / H2O / Heating 2: 1) NEt3, ethyl chloroformate, 2) LiAlH4 / 1) benzene, rt, 1 h, 2) THF, -78 deg C, 30 min 3: 83 percent / DMSO, N,N'-dicyclohexylcarbodiimide, H3PO4 / 1.5 h / Ambient temperature View Scheme
Multi-step reaction with 2 steps 1: N-Bromosuccinimide; dibenzoyl peroxide / dichloromethane / 4 h / 80 °C / Inert atmosphere 2: calcium carbonate; water / 7 h / 100 °C View Scheme
Multi-step reaction with 2 steps 1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 4 h / Reflux 2: calcium carbonate / water / 14 h / Reflux View Scheme

2-bromonicotinic acid (35905-85-2) → 2-bromopyridine-3-carboxaldehyde (128071-75-0)

Conditions	Yield
Multi-step reaction with 3 steps 1: Et3N / benzene / 1 h / 20 °C 2: 1.03 g / LiAlH4 / tetrahydrofuran / 0.5 h / -78 °C 3: 80 percent / N,N'-dicyclohexylcarbodiimide; H3PO4; DMSO / 1.5 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: 1) NEt3, ethyl chloroformate, 2) LiAlH4 / 1) benzene, rt, 1 h, 2) THF, -78 deg C, 30 min 2: 83 percent / DMSO, N,N'-dicyclohexylcarbodiimide, H3PO4 / 1.5 h / Ambient temperature View Scheme

3-methylpyridin-2-ylamine (1603-40-3) → 2-bromopyridine-3-carboxaldehyde (128071-75-0)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: HBr; Br2 / H2O / 0.83 h / -20 °C 1.2: NaNO2 / H2O / 2.5 h / -20 °C 2.1: 83 percent / N-bromosuccinimide; benzoylperoxyde / CCl4 / 4 h / Heating 3.1: 83 percent / CaCO3 / H2O / 8 h / Heating View Scheme
Multi-step reaction with 4 steps 1: 88 percent / NaNO2, Br2, 48percent HBr / 5 °C 2: 70 percent / KMnO4 / H2O / Heating 3: 1) NEt3, ethyl chloroformate, 2) LiAlH4 / 1) benzene, rt, 1 h, 2) THF, -78 deg C, 30 min 4: 83 percent / DMSO, N,N'-dicyclohexylcarbodiimide, H3PO4 / 1.5 h / Ambient temperature View Scheme

2,3-dibromopyridine (13534-89-9) → 2-bromopyridine-3-carboxaldehyde (128071-75-0)

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) t-BuLi, i-Pr2NH, 2.) Br2 / 1.) THF, -60 deg C, 2.) -70 deg C, 4 h View Scheme

2-bromo-pyridine (109-04-6) → 2-bromopyridine-3-carboxaldehyde (128071-75-0)

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran; water; N,N-dimethyl-formamide
With ammonium chloride; lithium diisopropyl amide In tetrahydrofuran; N-methyl-acetamide

2-bromopyridine-3-carboxaldehyde (128071-75-0) → 2-bromonicotinic acid (35905-85-2)

Conditions	Yield
With potassium permanganate In water Ambient temperature;	100%
With potassium permanganate In water for 2h; Ambient temperature;	98%

2-bromopyridine-3-carboxaldehyde (128071-75-0) → (2-bromopyrid-3-yl)methanol (131747-54-1)

Conditions	Yield
With sodium tetrahydroborate; water In tetrahydrofuran at 20℃; for 2h;	100%
With methanol; sodium tetrahydroborate at 0 - 25℃; for 2h;	90.2%
With sodium tetrahydroborate In methanol at 0 - 20℃; for 1h;	69%

2-bromopyridine-3-carboxaldehyde (128071-75-0) + phenylhydrazine (100-63-0) → N-(2-bromo-pyridin-3-ylmethylene)-N'-phenyl-hydrazine

Conditions	Yield
In 1-methyl-pyrrolidin-2-one at 160℃; for 0.166667h; microwave irradiation;	100%
With acetic acid In ethanol for 2h; Reflux;

2-bromopyridine-3-carboxaldehyde (128071-75-0) + ethyl acetoacetate (141-97-9) + malononitrile (109-77-3) → ethyl 6-amino-4-(2-bromo-3-pyridyl)-5-cyano-2-methyl-4H-pyran-3-carboxylate

Conditions	Yield
Stage #1: 2-bromopyridine-3-carboxaldehyde; malononitrile With piperidine In methanol at 20℃; Stage #2: ethyl acetoacetate With piperidine In methanol at 20℃; for 0.333333h;	100%

3-methoxyphenylboronic acid (10365-98-7) + 2-bromopyridine-3-carboxaldehyde (128071-75-0) → 2-(3-methoxyphenyl)nicotinaldehyde (958219-62-0)

Conditions	Yield
tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water for 17h; Heating / reflux;	100%

2-bromopyridine-3-carboxaldehyde (128071-75-0) + 4-methoxyphenylacetylen (768-60-5) → 2-(4-methoxyphenylethynyl)pyridine-3-carboxaldehyde (884501-93-3)

Conditions	Yield
With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride at 50℃; for 3h;	99%
Stage #1: 2-bromopyridine-3-carboxaldehyde; 4-methoxyphenylacetylen With trans-bis(triphenylphosphine)palladium dichloride; triethylamine at 20℃; for 0.166667h; Sonogashira Cross-Coupling; Inert atmosphere; Stage #2: With copper(l) iodide at 50℃; for 4h; Sonogashira Cross-Coupling; Inert atmosphere;	61%
With bis(triphenylphosphine)palladium(II) dichloride; triethylamine In acetonitrile for 70h; Sonogashira Cross-Coupling;
Stage #1: 2-bromopyridine-3-carboxaldehyde; 4-methoxyphenylacetylen With trans-bis(triphenylphosphine)palladium dichloride; triethylamine at 20℃; for 0.166667h; Inert atmosphere; Stage #2: With copper(l) iodide at 50℃; Inert atmosphere;

2-bromopyridine-3-carboxaldehyde (128071-75-0) + 4-methylsulfanylaniline (104-96-1) → C13H11BrN2S

Conditions	Yield
With magnesium sulfate In tetrahydrofuran at 100℃; for 0.25h; Microwave irradiation;	99%

2-bromopyridine-3-carboxaldehyde (128071-75-0) + orthoformic acid triethyl ester (122-51-0) → 2-bromo-3-(diethoxymethyl)pyridine (663170-89-6)

Conditions	Yield
With toluene-4-sulfonic acid In ethanol for 6h; Reflux;	98%
With ammonium chloride In ethanol for 15h; Heating;
With toluene-4-sulfonic acid In ethanol for 6h; Reflux;

2-bromopyridine-3-carboxaldehyde (128071-75-0) + 1,2-diamino-benzene (95-54-5) → 2-(2-bromopyridin-3-yl)-1H-benzimidazole (1246929-38-3)

Conditions	Yield
With ammonium chloride In methanol at 20℃; for 8h;	98%

2-bromopyridine-3-carboxaldehyde (128071-75-0) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → (S,E)-N-[(2-bromopyridin-3-yl)methylene]-tert-butanesulfinamide

Conditions	Yield
With titanium(IV) tetraethanolate In tetrahydrofuran at 23℃; for 12h; Inert atmosphere;	98%

4-methoxyphenylboronic acid (5720-07-0) + 2-bromopyridine-3-carboxaldehyde (128071-75-0) → 2-(4-methoxyphenyl)pyridine-3-carbaldehyde (885949-59-7)

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene Inert atmosphere; Reflux;	98%

2-bromopyridine-3-carboxaldehyde (128071-75-0) + Methyltriphenylphosphonium bromide (1779-49-3) → 2-bromo-3-vinylpyridine (932042-98-3)

Conditions	Yield
With n-butyllithium In tetrahydrofuran; hexane at 0 - 20℃; for 14h; Wittig reaction;	97%
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran at 0 - 20℃; for 0.5h; Stage #2: 2-bromopyridine-3-carboxaldehyde In tetrahydrofuran at 0 - 20℃;	89%
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran at 0 - 20℃; for 0.5h; Wittig reaction; Inert atmosphere; Stage #2: 2-bromopyridine-3-carboxaldehyde In tetrahydrofuran at 0 - 20℃; for 72h; Wittig reaction; Inert atmosphere;	89%
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran at 0 - 20℃; for 0.5h; Wittig Olefination; Stage #2: 2-bromopyridine-3-carboxaldehyde In tetrahydrofuran at 0 - 20℃; for 72h; Wittig Olefination;	89%

3-butene-1-amine (2524-49-4) + 2-bromopyridine-3-carboxaldehyde (128071-75-0) → N-[(2-bromopyridin-3-yl)methyl]but-3-en-1-amine

Conditions	Yield
Stage #1: 3-butene-1-amine; 2-bromopyridine-3-carboxaldehyde With magnesium sulfate In dichloromethane Stage #2: With sodium tetrahydroborate In methanol	97%

2-bromopyridine-3-carboxaldehyde (128071-75-0) + phenylacetylene (536-74-3) → 2-(2-phenylethynyl)pyridine-3-carbaldehyde (222167-31-9)

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In triethylamine at 50℃; Sonogashira reaction;	96%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 50℃; for 5h; Inert atmosphere;	94%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In tetrahydrofuran at 70℃; Inert atmosphere;	93%

2-bromopyridine-3-carboxaldehyde (128071-75-0) + tert-butylamine (75-64-9) + phenylacetylene (536-74-3) → N-[(2-phenylethynyl)pyridin-3-ylmethylene]-tert-butylamine

Conditions	Yield
Stage #1: 2-bromopyridine-3-carboxaldehyde; phenylacetylene With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In triethylamine at 50℃; Stage #2: tert-butylamine at 20℃; for 24h; Further stages.;	96%

methylmagnesium bromide (75-16-1) + 2-bromopyridine-3-carboxaldehyde (128071-75-0) → 1-(2′-bromo-3′-pyridyl)ethan-1-ol (84199-57-5)

Conditions	Yield
In tetrahydrofuran at 0 - 5℃;	96%
In diethyl ether; dibutyl ether at -78 - 0℃; Inert atmosphere;	87%
Stage #1: methylmagnesium bromide; 2-bromopyridine-3-carboxaldehyde In tetrahydrofuran at -20 - 0℃; for 0.333333h; Stage #2: With ammonium chloride In tetrahydrofuran; water

2-bromopyridine-3-carboxaldehyde (128071-75-0) + (trifluoromethyl)trimethylsilane (81290-20-2) → 1-(2-bromo-3-pyridinyl)-2,2,2-trifluoroethanol (1092459-51-2)

Conditions	Yield
Stage #1: 2-bromopyridine-3-carboxaldehyde; (trifluoromethyl)trimethylsilane In tetrahydrofuran at -70 - 20℃; for 1h; Cooling with methanol-dry ice; Stage #2: With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 2h; Stage #3: With hydrogenchloride; water In tetrahydrofuran at 20℃; for 1h;	96%

2-bromopyridine-3-carboxaldehyde (128071-75-0) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-[(2-bromopyridin-3-yl)methyl]piperazine-1-carboxylate

Conditions	Yield
With sodium tris(acetoxy)borohydride; acetic acid for 16h;	95.99%

n-octyne (629-05-0) + 2-bromopyridine-3-carboxaldehyde (128071-75-0) → 2-(1-octyn-1-yl)pyridine-3-carboxaldehyde (222167-37-5)

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In triethylamine at 50℃; Sonogashira reaction;	95%
With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In N,N-dimethyl-formamide for 15h; Ambient temperature;	79%

n-octyne (629-05-0) + 2-bromopyridine-3-carboxaldehyde (128071-75-0) + tert-butylamine (75-64-9) → N-[2-(1-octyn-1-yl)pyridin-3-ylmethylene]-tert-butylamine

Conditions	Yield
Stage #1: n-octyne; 2-bromopyridine-3-carboxaldehyde With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In triethylamine at 50℃; Stage #2: tert-butylamine at 20℃; for 24h; Further stages.;	95%

2-bromopyridine-3-carboxaldehyde (128071-75-0) + Trimethylenediamine (109-76-2) → 2-(2-bromopyridin-3-yl)-1,4,5,6-tetrahydropyrimidine (1202518-92-0)

Conditions	Yield
Stage #1: 2-bromopyridine-3-carboxaldehyde; Trimethylenediamine In tert-butyl alcohol at 70℃; for 0.5h; Stage #2: With iodine; potassium carbonate In tert-butyl alcohol at 70℃; for 3h;	95%

2-vinylbenzeneboronic acid (15016-42-9) + 2-bromopyridine-3-carboxaldehyde (128071-75-0) → 3-formyl-2-(2-vinylphenyl)pyridine (1279109-73-7)

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In ethanol; toluene at 100℃; for 17h; Suzuki reaction; Inert atmosphere;	95%

2-bromopyridine-3-carboxaldehyde (128071-75-0) → 2-bromo-3-(difluoromethyl)pyridine

Conditions	Yield
With diethylamino-sulfur trifluoride In dichloromethane at 25℃; for 4h;	95%
With diethylamino-sulfur trifluoride In dichloromethane at 0 - 20℃; for 12.5h; Inert atmosphere;	33.5%

2-bromopyridine-3-carboxaldehyde (128071-75-0) + methylmagnesium chloride (676-58-4) → 1-(2′-bromo-3′-pyridyl)ethan-1-ol (84199-57-5)

Conditions	Yield
In tetrahydrofuran at 0 - 5℃; for 0.5h;	95%
In tetrahydrofuran at 0 - 20℃; Inert atmosphere;

2-bromopyridine-3-carboxaldehyde (128071-75-0) + tert-butylamine (75-64-9) → (E)-N-((2-bromopyridin-3-yl)methylene)-2-methylpropan-2-amine

Conditions	Yield
With water at 25℃;	94%

C24H20BrNP(1+)*Br(1-) + 2-bromopyridine-3-carboxaldehyde (128071-75-0) → (Z)-1,2-di(2-bromopyridin-3-yl)ethene (942267-02-9)

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 20℃; for 18h; Wittig reaction;	94%

indole (120-72-9) + 2-bromopyridine-3-carboxaldehyde (128071-75-0) → C22H16BrN3

Conditions	Yield
With cadmium sulphide In methanol for 0.25h; Reflux;	94%

2-bromopyridine-3-carboxaldehyde (128071-75-0) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → (E)-ethyl 3-(2-bromopyridin-3-yl)acrylate

Conditions	Yield
In dichloromethane at 0 - 20℃; for 8h; Wittig Olefination;	94%
In dichloromethane at 0 - 20℃; for 8h; Wittig Olefination;	94%
In dichloromethane at 0 - 20℃; Wittig Olefination;

2,2'-(3,7-di-tert-butyl-9,10-dihydroanthracene-1,5-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) + 2-bromopyridine-3-carboxaldehyde (128071-75-0) → 2,2'-(3,7-di-tert-butyl-9,10-dihydroanthracene-1,5-diyl)dinicotinaldehyde

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate; tri tert-butylphosphoniumtetrafluoroborate In tetrahydrofuran; water at 80℃; Suzuki-Miyaura Coupling; Sealed tube;	94%

1-Phenyl-2-propyn-1-ol (4187-87-5) + 2-bromopyridine-3-carboxaldehyde (128071-75-0) → (Z)-6-(hydroxy(phenyl)methylene)-6,7-dihydro-5H-cyclopenta[b]pyridin-5-one

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃; for 4h; Schlenk technique; Inert atmosphere;	94%

Upstream product

• 626-05-1 2,6-Dibromopyridine 
• 68-12-2 N,N-dimethyl-formamide 
• 58530-53-3 2,4-dibromopyridine 
• 624-28-2 2,5-dibromopyridine 
• 109-04-6 2-bromo-pyridine 
• 50-00-0 formaldehyd 
• 13534-89-9 2,3-dibromopyridine 
• 109-94-4 formic acid ethyl ester 
• 865449-15-6 2-bromo-3-(dibromomethyl)-pyridine 
• 131747-54-1 (2-bromopyrid-3-yl)methanol 
• 1603-40-3 3-methylpyridin-2-ylamine 
• 1036408-89-5 C₉H₈BrNO₄ 
• 35905-85-2 2-bromonicotinic acid 
• 3430-17-9 2-bromo-3-picoline 

Downstream Products

• 5174-92-5 3-phenyl-1,8-naphthyridin-2(1H)-one 
• 473528-55-1 8-(2-bromo-pyridin-3-ylmethyl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one 
• 910454-03-4 2-({4-[(2,4-difluorophenoxy)methyl]phenyl}sulfonyl)nicotinaldehyde 
• 1114904-94-7 (Z)-2-bromo-3-(2-bromo-4-methylstyryl)pyridine 
• 1258857-00-9 C₁₅H₁₂N₂ 
• 52718-95-3 2-bromonicotinic acid methyl ester 
• 1256285-98-9 2-(cyclohexylethynyl)nicotinaldehyde 
• 1273420-46-4 (Z)-7-(3-fluorobenzylidene)-5-methoxy-5,7-dihydrofuro[3,4-b]pyridine 
• 1273420-44-2 (Z)-5-methoxy-7-(4-methylbenzylidene)-5,7-dihydrofuro[3,4-b]pyridine 
• 96200-44-1 1-phenyl-1H-pyrazolo[3,4-b]pyridine 
• 221675-35-0 1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid ethyl ester 
• 394223-03-1 1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde 
• 1542227-71-3 2-(4,5-dimethoxy-2-nitro-phenyl)-pyridine-3-carbaldehyde 
• 1542227-72-4 2-(4,5-dimethoxy-2-nitro-phenyl)-3-[1,3]dioxolan-2-yl-pyridine 

Relevant articles and documents

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Synthesis, Structure and Basicity of 1,16-Diazahelicene

The extension of 'proton sponges' 1 and 2 by further anellation to 1,16-diazahelicene (3) was of interest to define scope and limitation of 'proton sponge' properties. 3 was prepared by photocyclisation of 2,7-bis(3-pyridylvinyl)naphthalene 4 and by Pd-catalyzed aryl-aryl coupling of the corresponding tetrabromo derivative 7.As consequence of the helical structure, 3 does not show 'proton sponge' basicity.X-ray structure analyses of 3 and 3*2HBr are in accordance with these findings.

Synthesis method of 3, 4-dihydro-2H-pyrano [2, 3-b] pyridine

The invention relates to a synthesis method of 3, 4-dihydro-2H-pyrano [2, 3-b] pyridine. The problems of difficult availability of raw materials, expensive reagents, complicated operation, high risk, high energy consumption and the like in the existing route are mainly solved. The method is realized through the following technical scheme: (1) reacting 2-bromopyridine with a formylation reagent under the action of alkali to generate 2-bromo-3-formylpyridine; (2) reacting an aldehyde group of the 2-bromine-3-formylpyridine with triethyl phosphonoacetate to generate 2-bromine-3-pyridine ethyl acrylate; (3) simultaneously reducing double bonds and ester groups of 2-bromo-3-pyridine ethyl acrylate by lithium borohydride in one step while enabling bromine not to be influenced, so as to obtain 2-bromo-3-pyridine propanol; and (4) carrying out ring closing on the 2-bromo-3-pyridyl propanol under the action of alkali to obtain a target compound.

Strategies to develop selective CB2 receptor agonists from indole carboxamide synthetic cannabinoids

Activation of the CB2 receptor is an attractive therapeutic strategy for the treatment of a wide range of inflammatory diseases. However, receptor subtype selectivity is necessary in order to circumvent the psychoactive effects associated with activation of the CB1 receptor. We aimed to use potent, non-selective synthetic cannabinoids designer drugs to develop selective CB2 receptor agonists. Simple structural modifications such as moving the amide substituent of 3-amidoalkylindole synthetic cannabinoids to the 2-position and bioisosteric replacement of the indole core to the 7-azaindole scaffold are shown to be effective and general strategies to impart receptor subtype selectivity. 2-Amidoalkylindole 16 (EC50 CB1 > 10 μM, EC50 CB2 = 189 nM) and 3-amidoalkyl-7-azaindole 21 (EC50 CB1 > 10 μM, EC50 = 49 nM) were found to be potent and selective agonists with favourable physicochemical properties. Docking studies were used to elucidate the molecular basis for the observed receptor subtype selectivity for these compounds.

Approach to 5-substituted 6,7,8,9-tetrahydro-5H-pyrido[3,2-c]azepines

An approach to 5-substituted 6,7,8,9-tetrahydro-5H-pyrido[3,2-c]azepines via the cyclization of 1-(2-(3-azidopropyl)pyridin-3-yl)alkanones under Staudinger–aza-Wittig reaction conditions is described. The overall reaction sequence includes eight steps and allows for the preparation of gram quantities of the title products. In some cases, the formation of 5,7,8,9-tetrahydrooxepino[4,3-b]pyridine derivatives was observed.