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inquiry2-Bromo-5-(chloromethyl)pyridine Application:2-Bromo-5-(chloromethyl)pyridine
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2-bromo-5-(hydroxymethyl)pyridine
2-bromo-5-pyridylmethyl chloride
Conditions | Yield |
---|---|
Stage #1: 2-bromo-5-(hydroxymethyl)pyridine With thionyl chloride at -60℃; for 1h; Stage #2: With sodium hydrogencarbonate In water; ethyl acetate | 91% |
With thionyl chloride In dichloromethane | 91% |
With sodium hydroxide; thionyl chloride In water; toluene; acetonitrile |
6-bromonicotinic acid
2-bromo-5-pyridylmethyl chloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere 1.2: 0 - 20 °C 2.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 20 °C / Cooling with ice View Scheme |
6-bromonicotinaldehyde
2-bromo-5-pyridylmethyl chloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium tetrahydroborate; ethanol / 20 °C / Inert atmosphere 2: thionyl chloride / 1 h / -60 - 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: sodium tetrahydroborate 2: thionyl chloride View Scheme | |
Multi-step reaction with 2 steps 1: sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 - 20 °C 2: thionyl chloride / dichloromethane / 2 h / 0 - 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: sodium tetrahydroborate / methanol / 1 h / 0 °C / Inert atmosphere 2: thionyl chloride / chloroform / 4 h / 0 - 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: sodium tetrahydroborate / ethanol / 24 h / 20 °C / Inert atmosphere 2: thionyl chloride / dichloromethane View Scheme |
2-bromo-5-pyridylmethyl chloride
sodium cyanide
(6-bromopyridine-3-yl)acetonitrile
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 20℃; for 48h; | 90% |
2-bromo-5-pyridylmethyl chloride
Conditions | Yield |
---|---|
Stage #1: C12H16F2N2O3 With caesium carbonate In acetonitrile at 0 - 20℃; for 4h; Stage #2: 2-bromo-5-pyridylmethyl chloride In acetonitrile for 12h; Reflux; regioselective reaction; | 80% |
2-bromo-5-pyridylmethyl chloride
Conditions | Yield |
---|---|
Stage #1: 4-(2,2-difluoroethylamino)-5,5-dimethylfuran-2(5H)-one With caesium carbonate In acetonitrile at 0 - 20℃; for 4h; Stage #2: 2-bromo-5-pyridylmethyl chloride In acetonitrile for 12h; Reflux; regioselective reaction; | 78% |
2-bromo-5-pyridylmethyl chloride
Conditions | Yield |
---|---|
Stage #1: C12H17F2NO3 With caesium carbonate In acetonitrile at 0 - 20℃; for 4h; Stage #2: 2-bromo-5-pyridylmethyl chloride In acetonitrile for 12h; Reflux; regioselective reaction; | 74% |
2-bromo-5-pyridylmethyl chloride
Conditions | Yield |
---|---|
Stage #1: C11H15F2NO2 With caesium carbonate In acetonitrile at 0 - 20℃; for 4h; Stage #2: 2-bromo-5-pyridylmethyl chloride In acetonitrile for 12h; Reflux; regioselective reaction; | 70% |
Conditions | Yield |
---|---|
Stage #1: N-methyl-4-hydroxypiperidine With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 0.5h; Stage #2: 2-bromo-5-pyridylmethyl chloride In N,N-dimethyl-formamide at 0 - 20℃; | 50% |
4-methylthiazol-2-ylamine
2-bromo-5-pyridylmethyl chloride
2-thiazolylamine
2-bromo-5-pyridylmethyl chloride
2-bromo-5-pyridylmethyl chloride
8-chloro-10,11-dihydrodibenz[b,f][1,4]oxazepine
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; hexane; ethyl acetate |
2-bromo-5-pyridylmethyl chloride
C15H25BrFNO6P2
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: sodium iodide / tetrahydrofuran 1.2: -78 - 20 °C / Inert atmosphere 2.1: n-butyllithium / tetrahydrofuran; hexane / -78 - 0 °C 2.2: -78 - 20 °C View Scheme |
2-bromo-5-pyridylmethyl chloride
Tetraethyl methylenediphosphonate
C15H26BrNO6P2
Conditions | Yield |
---|---|
Stage #1: 2-bromo-5-pyridylmethyl chloride With sodium iodide In tetrahydrofuran Stage #2: Tetraethyl methylenediphosphonate With n-butyllithium In tetrahydrofuran at -78 - 20℃; Inert atmosphere; |
2-bromo-5-pyridylmethyl chloride
4-((6-bromopyridin-3-yl)methyl)-9-nitro-3,4,5,6-tetrahydro-2H-imidazo[2,1-b][1,3,6]oxadiazocine
Conditions | Yield |
---|---|
Stage #1: 2-bromo-5-pyridylmethyl chloride With sodium iodide In acetone for 1h; Reflux; Stage #2: 9-nitro-3,4,5,6-tetrahydro-2H-imidazo[2,1-b][1,3,6]oxadiazocine hydrochloride With potassium carbonate In acetone |
2-bromo-5-pyridylmethyl chloride
Conditions | Yield |
---|---|
Stage #1: (S)-4-methyl-2-((1-((2-(trimethylsilyl)ethoxy)methyl)-1H-tetrazol-5-yl)methyl)pentanoic acid With n-butyllithium; diisopropylamine; lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.5h; Stage #2: 2-bromo-5-pyridylmethyl chloride In tetrahydrofuran at -78℃; for 5h; |
2-bromo-5-pyridylmethyl chloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: diisopropylamine; lithium diisopropyl amide; n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C 1.2: 5 h / -78 °C 2.1: caesium carbonate; bis(2-isobutyrylcyclohexanone) copper / N,N-dimethyl-formamide / 16 h / 100 °C / Glovebox 3.1: hydrogenchloride / water; ethanol / 16 h / 60 °C View Scheme |
2-bromo-5-pyridylmethyl chloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: diisopropylamine; lithium diisopropyl amide; n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C 1.2: 5 h / -78 °C 2.1: caesium carbonate; bis(2-isobutyrylcyclohexanone) copper / N,N-dimethyl-formamide / 20 h / 100 °C / Glovebox 3.1: trifluoroacetic acid / dichloromethane / 8 h / 25 °C View Scheme |
2-bromo-5-pyridylmethyl chloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: diisopropylamine; lithium diisopropyl amide; n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C 1.2: 5 h / -78 °C 2.1: caesium carbonate; bis(2-isobutyrylcyclohexanone) copper / N,N-dimethyl-formamide / 16 h / 100 °C / Glovebox View Scheme |
2-bromo-5-pyridylmethyl chloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: diisopropylamine; lithium diisopropyl amide; n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C 1.2: 5 h / -78 °C 2.1: caesium carbonate; bis(2-isobutyrylcyclohexanone) copper / N,N-dimethyl-formamide / 20 h / 100 °C / Glovebox View Scheme |
2-bromo-5-pyridylmethyl chloride
(E)-4-[2-(6-bromopyridin-3-yl)vinyl]-N,N-dimethylaniline
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 4 h / Reflux 2: sodium hydride / tetrahydrofuran; mineral oil / 12 h View Scheme |
2-bromo-5-pyridylmethyl chloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: 4 h / Reflux 2.1: sodium hydride / tetrahydrofuran; mineral oil / 12 h 3.1: n-butyllithium / diethyl ether; hexane / 1.5 h / -40 °C 3.2: 0.75 h / -40 - 20 °C View Scheme |
2-bromo-5-pyridylmethyl chloride
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: 4 h / Reflux 2.1: sodium hydride / tetrahydrofuran; mineral oil / 12 h 3.1: n-butyllithium / diethyl ether; hexane / 1.5 h / -40 °C 3.2: 0.75 h / -40 - 20 °C 4.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 6 h / 0 - 40 °C 4.2: 12 h / 20 °C View Scheme |
2-bromo-5-pyridylmethyl chloride
triethyl phosphite
diethyl (6-bromo-3-pyridylmethyl)phosphonate
Conditions | Yield |
---|---|
for 4h; Reflux; | |
for 4h; Reflux; |
2-bromo-5-pyridylmethyl chloride
C15H18N4
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: triethyl phosphite; sodium hydride 2: hydrazine View Scheme |
2-bromo-5-pyridylmethyl chloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: triethyl phosphite; sodium hydride 2: hydrazine 3: ethanol / 4 h / Reflux View Scheme |
2-bromo-5-pyridylmethyl chloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: triethyl phosphite; sodium hydride 2: hydrazine 3: ethanol / 4 h / Reflux View Scheme |
2-bromo-5-pyridylmethyl chloride
4-dimethylamino-benzaldehyde
(E)-4-[2-(6-bromopyridin-3-yl)vinyl]-N,N-dimethylaniline
Conditions | Yield |
---|---|
With sodium hydride; triethyl phosphite Horner-Wadsworth-Emmons Olefination; |
2-bromo-5-pyridylmethyl chloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: potassium carbonate / acetonitrile 2: ammonia; copper(I) oxide / methanol / 12 h / -78 - 70 °C / Sealed tube View Scheme |
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