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Imidazo[1,2-a]pyridine Imidazo[1,2-a]pyridine CAS No.: 274-76-0 Synonyms: imidazo[1,2-a]-pyridine; 1H-imidazo[1,2-a]pyridine; Formula: C7H6N2 Exact Mass: 118.05300 Molecular Weight: 118.13600 PSA: 17.30000 LogP: 1.33430 Properties D
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inquiry1.Applied in food field.it can improve the immune system and prolong life. 2.Appliedin cosmetic field.it can improve the skin care. 3.Applied in pharmaceutical field.it can treat various dieases. 4.Our product quality assurance will make our customer
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inquiryWuhu Nuovo Chemical Technology Co., Ltd. was established in August 2014, mainly engaged in the development, production and sales of ionic liquids, ribose, nucleosides, nucleotides and related chemicals; Products are mainly used in new energy, new ma
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Cas:274-76-0
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inquiryimidazo(1,2-A)pyridineAppearance:solid or liquid Storage:in sealed air resistant place Package:drum and bag Application:for pharma use Transportation:by sea or air
high purity lowest priceAppearance:solid or liquid Storage:in sealed air resistant place Package:drum and bag Application:for pharma use Transportation:by sea or air Port:Beijing or Guangzhou
R & D enterprises have their own stock in stockAppearance:To be subject to the object Package:Customized Application:pharmaceutical intermediates Transportation:Air Port:Shanghai;Guangzhou
high purity,in stock Package:25kg/drum,or as per customers'demand Application:API,or Intermediates,fine chemicals Transportation:air,sea,courier
high quality Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea
Our clients, like BASF,CHEMO,Brenntag,ASR,Evonik,Merck and etc.Appearance:COA Storage:in stock Application:MSDS/TDS
Shanghai Finebiotech Co.,Ltd.was established in 2020, which providing professional chemical services. As a customer-oriented company, we have distinguished ourself from others in providing worldwide customers with cost-effective and efficient service
Ansciep Chemical is a professional enterprise manufacturing and distributing fine chemicals and speciality chemicals. We have been dedicated to heterocycle compounds and phenyl rings for tens of years. This is our mature product for export. Our quali
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We are committed to providing our customers with the best products and services at the most competitive prices.Appearance:white to yellow powder Storage:Room temperature with sealed well Package:according to the clients requirement Application:Use as
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Imidazo[1,2-a]pyridine cas 274-76-0Appearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by sea, by express
Best quality with low price Storage:ln stock Package:25kg/Barrel Application:Chemicals Transportation:Express/Sea/Air Port:Shanghai
Conditions | Yield |
---|---|
at 70℃; | 100% |
With sodium hydrogencarbonate In ethanol for 2h; Heating; | 90% |
In water; butan-1-ol at 130℃; for 12h; | 90% |
Conditions | Yield |
---|---|
With C46H48N6O5Pd; potassium acetate In N,N-dimethyl acetamide at 160℃; for 24h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine; palladium diacetate; triphenylphosphine In tetrahydrofuran at 25℃; for 2h; Inert atmosphere; | 83% |
imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
With sodium hydroxide In methanol for 2h; Heating; | 72% |
Conditions | Yield |
---|---|
Stage #1: Bromoacetaldehyde diethyl acetal With hydrogenchloride In ethanol for 1.5h; Reflux; Stage #2: 2-aminopyridine With sodium hydrogencarbonate at 20℃; for 2h; pH=Ca. 7; | 62.2% |
Stage #1: Bromoacetaldehyde diethyl acetal With hydrogenchloride In water at 80℃; for 0.5h; Stage #2: 2-aminopyridine With sodium hydrogencarbonate In water at 20℃; for 2h; pH=7; | 55.9% |
With sodium carbonate In 1,4-dioxane; water for 22h; Cyclization; Tschitschibabin reaction; Heating; | 19% |
3,5-dibromoimidazo<1,2-a>pyridine
imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol for 12h; Heating; | 34% |
With hydrazine hydrate In ethanol for 12h; Product distribution; Heating; various solvents and reaction conditions; |
5-bromo-3-nitroimidazo<1,2-a>pyridine
imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol for 0.5h; Heating; | 20% |
With hydrazine hydrate In ethanol for 0.5h; Product distribution; Heating; various solvents and reaction conditions; |
5-chloro-2-pyridylamine
3-chloro-2-hydroxy-naphthalene-1,4-dione
A
imidazo[1,2-a]pyridine
B
2-chloro-6,11-dihydro-6,11-dioxo-naphtho-[2',3':4,5]imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
With sodium bicarbonate; sodium chloride In 1,2-dimethoxyethane; dichloromethane; water | A n/a B 4% |
2,3-Dichloro-1,4-naphthoquinone
2-Amino-4-chloropyridine
A
imidazo[1,2-a]pyridine
B
10-chloro-5,6-dihydro-5,6-dioxonaphtho-[1',2':4,5]imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
In methanol; glycerol | A n/a B 2% |
Conditions | Yield |
---|---|
In water | A n/a B 2% |
Conditions | Yield |
---|---|
at 150 - 160℃; im Rohr; | |
Stage #1: 2-aminopyridine; 1-bromo-2,2-dimethoxyethane With hydrogenchloride In 1,4-dioxane; water Reflux; Stage #2: With sodium hydrogencarbonate In 1,4-dioxane; water for 22h; Reflux; | |
Stage #1: 2-aminopyridine; 1-bromo-2,2-dimethoxyethane With hydrogenchloride In 1,4-dioxane; water Reflux; Stage #2: With sodium hydrogencarbonate In 1,4-dioxane; water for 22h; Reflux; | |
Stage #1: 2-aminopyridine; 1-bromo-2,2-dimethoxyethane With hydrogenchloride In water Reflux; Stage #2: With sodium hydrogencarbonate In 1,4-dioxane; water for 22h; Reflux; | |
Stage #1: 2-aminopyridine; 1-bromo-2,2-dimethoxyethane With hydrogenchloride In 1,4-dioxane; water Reflux; Stage #2: With sodium hydrogencarbonate In 1,4-dioxane; water for 22h; Reflux; |
Conditions | Yield |
---|---|
at 200 - 210℃; im Rohr; | |
In ethanol Heating; |
2-Morpholinomethyl-1-(2-propynyl)-imidazole
A
imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
With perchloric acid; water 1.) MeOH, 5 h, reflux; Yield given. Multistep reaction. Yields of byproduct given; | |
With perchloric acid; water In methanol Mechanism; Product distribution; | |
With perchloric acid; water 1.) MeOH, 50 deg C, 2 h; Yield given. Multistep reaction. Yields of byproduct given; |
1H-imidazo<1,2-a>pyridinium-8-carboxylate
imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
at 250 - 270℃; for 4h; |
imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
With water; sodium hydrogencarbonate; potassium hexacyanoferrate(III) | |
With lead(IV) acetate; benzene |
2-Amino-6-bromopyridine
imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 79 percent / ethanol / 6 h / Heating 2: 90 percent / fuming nitric acid, conc. sulphuric acid 3: hydrazine hydrate / ethanol / 0.5 h / Heating; various solvents and reaction conditions View Scheme | |
Multi-step reaction with 3 steps 1: 79 percent / ethanol / 6 h / Heating 2: 80 percent / N-bromosuccinimide / CH2Cl2; CHCl3 / Ambient temperature 3: hydrazine hydrate / ethanol / 12 h / Heating; various solvents and reaction conditions View Scheme |
5-bromoimidazo<1,2-a>pyridine
imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 90 percent / fuming nitric acid, conc. sulphuric acid 2: hydrazine hydrate / ethanol / 0.5 h / Heating; various solvents and reaction conditions View Scheme | |
Multi-step reaction with 2 steps 1: 80 percent / N-bromosuccinimide / CH2Cl2; CHCl3 / Ambient temperature 2: hydrazine hydrate / ethanol / 12 h / Heating; various solvents and reaction conditions View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 3.8 g / 0.08 h / 130 °C 2: 1.) aq. sodium hydroxide, 2.) aq. HCl / 1.) reflux, 3 - 4 h, 2.) heating, 10 min 3: 0.9 g / sodium acetate, acetic anhydride / 0.5 h / Heating 4: 4 h / 250 - 270 °C View Scheme | |
Multi-step reaction with 5 steps 1: 3.8 g / 0.08 h / 130 °C 2: 8.3 g / aq. sodium hydroxide, hydrogen peroxide / ethanol / 1 h / 50 °C 3: 1.) aq. HCl, 2.) aq. sodium nitrite / 1.) 50 deg C, 1 h, 2.) 30 min, reflux 4: 0.9 g / sodium acetate, acetic anhydride / 0.5 h / Heating 5: 4 h / 250 - 270 °C View Scheme | |
Multi-step reaction with 5 steps 1: 3.8 g / 0.08 h / 130 °C 2: 4.2 g / Ba(OH)2*8H2O / H2O / 4 h / Heating 3: 1.7 g / aq. HCl / H2O / 0.25 h / Heating 4: 0.9 g / sodium acetate, acetic anhydride / 0.5 h / Heating 5: 4 h / 250 - 270 °C View Scheme |
N-(3-carboxy-2-pyridyl)aminoacetaldehyde
imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 0.9 g / sodium acetate, acetic anhydride / 0.5 h / Heating 2: 4 h / 250 - 270 °C View Scheme |
N-(3-cyano-2-pyridyl)aminoacetaldehyde dimethyl acetal
imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 1.) aq. sodium hydroxide, 2.) aq. HCl / 1.) reflux, 3 - 4 h, 2.) heating, 10 min 2: 0.9 g / sodium acetate, acetic anhydride / 0.5 h / Heating 3: 4 h / 250 - 270 °C View Scheme | |
Multi-step reaction with 4 steps 1: 8.3 g / aq. sodium hydroxide, hydrogen peroxide / ethanol / 1 h / 50 °C 2: 1.) aq. HCl, 2.) aq. sodium nitrite / 1.) 50 deg C, 1 h, 2.) 30 min, reflux 3: 0.9 g / sodium acetate, acetic anhydride / 0.5 h / Heating 4: 4 h / 250 - 270 °C View Scheme | |
Multi-step reaction with 4 steps 1: 4.2 g / Ba(OH)2*8H2O / H2O / 4 h / Heating 2: 1.7 g / aq. HCl / H2O / 0.25 h / Heating 3: 0.9 g / sodium acetate, acetic anhydride / 0.5 h / Heating 4: 4 h / 250 - 270 °C View Scheme |
N-(3-carboxamido-2-pyridyl)aminoacetaldehyde dimethyl acetal
imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 1.) aq. HCl, 2.) aq. sodium nitrite / 1.) 50 deg C, 1 h, 2.) 30 min, reflux 2: 0.9 g / sodium acetate, acetic anhydride / 0.5 h / Heating 3: 4 h / 250 - 270 °C View Scheme |
N-(3-carboxy-2-pyridyl)aminoacetaldehyde dimethyl acetal
imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 1.7 g / aq. HCl / H2O / 0.25 h / Heating 2: 0.9 g / sodium acetate, acetic anhydride / 0.5 h / Heating 3: 4 h / 250 - 270 °C View Scheme |
2-Morpholinomethyl-1-(2-propynyl)-imidazole
imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) water, 2.) HClO4 / 1.) MeOH, 50 deg C, 2 h 2: 72 percent / aq. NaOH / methanol / 2 h / Heating View Scheme |
Conditions | Yield |
---|---|
With ammonia In methanol |
Conditions | Yield |
---|---|
With trichlorophosphate |
Conditions | Yield |
---|---|
at 160℃; for 14h; |
imidazo[1,2-a]pyridine
1-bromo-4-methoxy-benzene
3-(4-methoxylphenyl)imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
With C27H22N4O2Pd; potassium acetate In N,N-dimethyl acetamide at 140℃; for 18h; Catalytic behavior; Schlenk technique; Inert atmosphere; | 100% |
With palladium 10% on activated carbon; potassium acetate In i-Amyl alcohol at 150℃; for 16h; Inert atmosphere; Green chemistry; | 93% |
With palladium diacetate; potassium hydroxide In water at 100℃; for 24h; Inert atmosphere; | 80% |
imidazo[1,2-a]pyridine
4-bromobenzenecarbonitrile
4-(imidazo[1,2-a]pyridin-3-yl)benzonitrile
Conditions | Yield |
---|---|
With C27H22N4O2Pd; potassium acetate In N,N-dimethyl acetamide at 140℃; for 18h; Catalytic behavior; Schlenk technique; Inert atmosphere; | 100% |
With sodium acetate In N,N-dimethyl acetamide at 166℃; for 12h; Inert atmosphere; Sonication; regioselective reaction; | 95% |
With palladium 10% on activated carbon; potassium acetate In N,N-dimethyl acetamide at 150℃; for 16h; Solvent; Inert atmosphere; | 94% |
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 150℃; for 16h; Inert atmosphere; | 80% |
imidazo[1,2-a]pyridine
para-bromoacetophenone
1-(4-(imidazo[1,2-a]pyridin-3-yl)phenyl)ethan-1-one
Conditions | Yield |
---|---|
With C26H22Cl2FN3OPd; potassium acetate In N,N-dimethyl acetamide at 140℃; for 18h; Heck Reaction; Schlenk technique; Inert atmosphere; | 100% |
With C27H22N4O2Pd; potassium acetate In N,N-dimethyl acetamide at 140℃; for 18h; Catalytic behavior; Schlenk technique; Inert atmosphere; | 100% |
With palladium 10% on activated carbon; potassium acetate In i-Amyl alcohol at 150℃; for 16h; Inert atmosphere; Green chemistry; | 96% |
With sodium acetate In N,N-dimethyl acetamide at 166℃; for 12h; Inert atmosphere; Sonication; regioselective reaction; | 94% |
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 150℃; for 16h; Inert atmosphere; | 92% |
Conditions | Yield |
---|---|
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide Inert atmosphere; Schlenk technique; | 100% |
With C26H22Cl2FN3OPd; potassium acetate In N,N-dimethyl acetamide at 140℃; for 18h; Reagent/catalyst; Heck Reaction; Schlenk technique; Inert atmosphere; | 99% |
With palladium diacetate; potassium hydroxide In water at 100℃; for 24h; Inert atmosphere; | 58% |
With potassium acetate; palladium diacetate In N,N-dimethyl-formamide at 160℃; for 1h; Microwave irradiation; Inert atmosphere; | 58% |
imidazo[1,2-a]pyridine
1,2-benzenedithiole
Conditions | Yield |
---|---|
at 5 - 8℃; Inert atmosphere; Glovebox; Sealed tube; Sonication; Green chemistry; | 100% |
imidazo[1,2-a]pyridine
3-methoxyphenyl bromide
3-(3-methoxyphenyl)imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
With C27H22N4O2Pd; potassium acetate In N,N-dimethyl acetamide at 140℃; for 18h; Catalytic behavior; Schlenk technique; Inert atmosphere; | 100% |
With palladium diacetate; potassium hydroxide In water at 100℃; for 24h; Inert atmosphere; | 53% |
imidazo[1,2-a]pyridine
1-tert-butyl-4-iodobenzene
Conditions | Yield |
---|---|
With sulfur; copper(l) iodide; potassium tert-butylate In acetic acid; N,N-dimethyl-formamide at 130℃; for 24h; Sealed tube; | 99% |
Conditions | Yield |
---|---|
With tetra-(n-butyl)ammonium iodide; propylene glycol dimethyl ether dimer at 100℃; for 12h; Schlenk technique; | 99% |
imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
With PdCl(1,4-bis(diphenylphosphino)butane)(C3H5); potassium pivalate In N,N-dimethyl acetamide at 150℃; for 16h; Inert atmosphere; Schlenk technique; | 98% |
imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
With tert.-butylnitrite In acetonitrile at 70℃; for 0.25h; regioselective reaction; | 97% |
Conditions | Yield |
---|---|
With PdCl(1,4-bis(diphenylphosphino)butane)(C3H5); potassium acetate at 150℃; for 16h; Inert atmosphere; Schlenk technique; | 96% |
imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
With sodium chloride In N,N-dimethyl-formamide at 80℃; for 16h; Schlenk technique; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
With potassium iodate; glycerol In neat (no solvent) at 110℃; for 3h; Inert atmosphere; Schlenk technique; regioselective reaction; | 95% |
With ammonium iodide In acetonitrile at 20℃; for 18h; | 89% |
With bis-[(trifluoroacetoxy)iodo]benzene In dichloromethane at 20℃; for 0.0833333h; regioselective reaction; | 88% |
imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
With iodine In dimethyl sulfoxide at 80℃; for 24h; Schlenk technique; Sealed tube; Inert atmosphere; regioselective reaction; | 95% |
Conditions | Yield |
---|---|
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 150℃; for 16h; Inert atmosphere; | 95% |
imidazo[1,2-a]pyridine
3-bromoquinoline
3-(imidazo[1,2-a]pyridin-3-yl)quinoline
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; potassium acetate In i-Amyl alcohol at 150℃; for 16h; Inert atmosphere; Green chemistry; | 94% |
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 150℃; for 16h; Inert atmosphere; | 73% |
With palladium diacetate; potassium hydroxide In water at 100℃; for 24h; Inert atmosphere; | 61% |
imidazo[1,2-a]pyridine
3-cyanobromobenzene
3-(imidazo[1,2-a]pyridin-2-yl)benzonitrile
Conditions | Yield |
---|---|
With sodium acetate In N,N-dimethyl acetamide at 166℃; for 12h; Inert atmosphere; Sonication; regioselective reaction; | 94% |
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 150℃; for 16h; Inert atmosphere; | 93% |
imidazo[1,2-a]pyridine
thiophenol
3-(phenylthio)imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
Stage #1: thiophenol With N-chloro-succinimide In dichloromethane at 20℃; for 0.5h; Inert atmosphere; Stage #2: imidazo[1,2-a]pyridine In dichloromethane at 20℃; for 0.5h; Inert atmosphere; regioselective reaction; | 94% |
With rose bengal In dimethyl sulfoxide for 6h; Irradiation; Molecular sieve; regioselective reaction; | 85% |
With 5-ethyl-10-(2-hydroxylethyl)-7,8-dimethylisoalloxazinium triflate; iodine; oxygen In acetonitrile at 50℃; under 760.051 Torr; for 16h; Green chemistry; chemoselective reaction; | 70% |
imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
With iodine In dimethyl sulfoxide at 80℃; for 24h; Schlenk technique; Sealed tube; Inert atmosphere; regioselective reaction; | 94% |
Conditions | Yield |
---|---|
With dmap In tetrahydrofuran for 12h; Acetylation; Heating; | 93% |
Conditions | Yield |
---|---|
With palladium(II) complex with imidazolyl carbene ligandO; cesium acetate In N,N-dimethyl acetamide at 125℃; for 24h; | 93% |
With cobalt(II) chloride hexahydrate; potassium acetate In N,N-dimethyl-formamide at 150℃; for 24h; Catalytic behavior; Reagent/catalyst; Solvent; | 92% |
With palladium diacetate; potassium hydroxide In water at 100℃; for 24h; Inert atmosphere; | 65% |
imidazo[1,2-a]pyridine
4-methoxycarbonylphenyl bromide
methyl 4-(imidazo[1,2-a]pyridin-3-yl)benzoate
Conditions | Yield |
---|---|
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 150℃; for 16h; Inert atmosphere; | 93% |
Conditions | Yield |
---|---|
With copper(l) iodide; oxygen In dimethyl sulfoxide at 100℃; regioselective reaction; | 93% |
Conditions | Yield |
---|---|
With oxygen; copper diacetate; acetic acid In toluene at 140℃; for 12h; Schlenk technique; Sealed tube; regioselective reaction; | 93% |
Conditions | Yield |
---|---|
With sulfur; copper(l) iodide; potassium tert-butylate In acetic acid; N,N-dimethyl-formamide at 130℃; for 24h; Sealed tube; | 93% |
3-Bromopyridine
imidazo[1,2-a]pyridine
3-(pyridin-3-yl)imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 150℃; for 16h; Inert atmosphere; | 92% |
With potassium carbonate; triphenylphosphine; palladium diacetate In 1,4-dioxane; ethanol at 130℃; for 1h; microwave irradiation; | 90% |
imidazo[1,2-a]pyridine
o-cyanobromobenzene
2-(imidazo[1,2-a]pyridin-3-yl)benzonitrile
Conditions | Yield |
---|---|
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 150℃; for 16h; Inert atmosphere; | 92% |
With palladium 10% on activated carbon; potassium acetate In pentan-1-ol at 150℃; for 16h; Solvent; Inert atmosphere; Green chemistry; | 92% |
Conditions | Yield |
---|---|
With NHC-Pd(II)-Im; sodium t-butanolate In tetrahydrofuran at 120℃; for 12h; Catalytic behavior; Reagent/catalyst; Solvent; Inert atmosphere; | 92% |
With NHC-Pd(II)-Im; sodium t-butanolate In tetrahydrofuran at 120℃; for 12h; Reagent/catalyst; Solvent; Inert atmosphere; | 92% |
With palladium diacetate; potassium hydroxide In water at 100℃; for 24h; Inert atmosphere; | 54% |
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