As a leading manufacturer and supplier of chemicals in China, DayangChem not only supply popular chemicals, but also DayangChem's R&D center offer custom synthesis services. DayangChem can provide different quantities of custom synthesis ch
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inquiryUnique advantages Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:White powder Storage:Cool dry place Package:1kg/foill bag;25kg/drum Application:pharmaceut
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inquiryProduct Name: 3-Bromo-4-methylpyridine Synonyms: 4-METHYL-3-BROMOPYRIDINE;3-BROMO-4-PICOLINE;3-BROMO-4-METHYLPYRIDINE;3-BROMO-4-METHYLPYRIDINE 98%;3-BROMO-4-METHYLPYRIDINE 99+%;Bromomethylpyridine;3-BROMO-4-METHYLPYRIDINE (3-BROMO-4-PI
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inquiryProduct Description Product name 3-Bromo-4-methylpyridine CAS 3430-22-6 Assay 99% Appearance Colorless
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inquiryName: 3-Bromo-4-Methylpyridine Molecular Formula:C6H6BrN Molecular Weight:172.02 CAS No.:3430-22-6 Appearance:Colorless To Slight Yellow Liquid Appearance:Colorless To Slight Yellow Liquid Storage:Preserve in well-closed, light-resistant and airt
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inquiry3-Bromo-4-methylpyridine Chemical Properties Boiling point 199-200 °C(lit.) density 1.549 g/mL at 25 °C(lit.) refractive index n20/D 1.56(lit.) Fp 175 °F pka 3.54±0.18(Predicted) form Liquid color Clear c
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inquiryOur company has been in existence for 10 years since its establishment. We have our own unique team. The company integrates independent research and development, production and sales. We have established famous brands at home and abroad. At prese
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inquiry3-Bromo-4-methylpyridineAppearance:white powder Storage:Keep away from fire and heat Package:according to customers' requirements Application:For Research Transportation:By air(EMS or EUB or FedEx or TNT ect...) or by sea(FOB or CIF or CNF ect...)or
Established in May 2015, TaiChem Ltd. is initially invested by a British research and development company and started by PhDs back from aboard. The company is registered in China Medical City (CMC), Taizhou, Jiangsu Province, and the production site
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inquiryWe Huarong Pharm can provide Customized Synthesis & Process R&D & APIs and intermediates Production & Quality Research & Registration Application, especially our GMP validation service which complies with SFDA, FDA, WHO and EU EMPA. O
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Wuhu 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
Conditions | Yield |
---|---|
Stage #1: 3-amino-4-methylpyridine With hydrogen bromide; bromine at -5℃; Stage #2: With sodium nitrite In water at 0℃; Stage #3: With sodium hydroxide In water at 0 - 20℃; for 0.5h; pH=9; | 95% |
Stage #1: 3-amino-4-methylpyridine With hydrogen bromide; bromine at -5℃; Stage #2: With sodium nitrite at 0℃; Stage #3: With sodium hydroxide at 20℃; for 0.5h; pH=9; |
Conditions | Yield |
---|---|
Stage #1: picoline With aluminum (III) chloride; potassium bromide at 20℃; for 1h; Inert atmosphere; Stage #2: With bromine at 120℃; for 27h; Inert atmosphere; | 57% |
With aluminum (III) chloride; bromine at 95 - 105℃; for 43h; Inert atmosphere; | 49% |
Stage #1: picoline With aluminum (III) chloride; bromine at 95 - 100℃; for 22h; Stage #2: With sodium carbonate In water | 19% |
With hydrogenchloride; sodium hydroxide; bromine; aluminium trichloride In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; dichloromethane; Petroleum ether | |
Stage #1: picoline With aluminum (III) chloride at -5℃; for 1h; Stage #2: With bromine at 100℃; for 44h; |
3-Bromopyridine
lithium diisopropyl amide
methyl iodide
A
4-bromopyridin
B
4-bromo-3-methylpyridine
C
3-Bromo-4-methylpyridin
Conditions | Yield |
---|---|
In tetrahydrofuran at -60℃; Product distribution; Mechanism; temp. change; |
3-Bromopyridine
methyl iodide
A
4-bromo-3-methylpyridine
B
3-Bromo-4-methylpyridin
Conditions | Yield |
---|---|
THF, -60 -> -55.deg C, 1) 15 min, 2) 45 min; Yield given. Multistep reaction. Yields of byproduct given; |
Conditions | Yield |
---|---|
THF, -60.deg C, 1) 15 min, 2) 45 min; Yield given. Multistep reaction; |
3-Bromo-4-methyl-4H-pyridine-1-carboxylic acid phenyl ester
3-Bromo-4-methylpyridin
Conditions | Yield |
---|---|
With o-tetrachloroquinone In acetic acid for 8h; Ambient temperature; Yield given; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) CuI, (CH3)2S / 1.) THF, -20 deg C, 5 min, 2.) THF, a) -20 deg C, 15 min, b) RT, 15 min 2: o-chloranil / acetic acid / 8 h / Ambient temperature View Scheme |
3-Bromo-4-methylpyridin
2,4-dimethoxypyrimidin-5-ylboronic acid
5-(4-methyl-pyridin-3-yl)-2,4-dimethoxy-pyrimidine
Conditions | Yield |
---|---|
With sodium carbonate; palladium diacetate; triphenylphosphine In propan-1-ol for 3h; Suzuki Coupling; Heating / reflux; | 100% |
3-Bromo-4-methylpyridin
Diethyl carbonate
ethyl 2-(3-bromopyridin-4-yl)acetate
Conditions | Yield |
---|---|
Stage #1: 3-Bromo-4-methylpyridin With lithium hexamethyldisilazane In tetrahydrofuran at 20℃; for 2.5h; Stage #2: Diethyl carbonate In tetrahydrofuran for 12h; | 100% |
Stage #1: 3-Bromo-4-methylpyridin; Diethyl carbonate With lithium hexamethyldisilazane In tetrahydrofuran at 0℃; for 5h; Stage #2: With lithium hexamethyldisilazane In tetrahydrofuran at 20℃; for 2h; | 91% |
With lithium hexamethyldisilazane In tetrahydrofuran at 0℃; for 3h; Inert atmosphere; | 68.2% |
Stage #1: 3-Bromo-4-methylpyridin With lithium hexamethyldisilazane In tetrahydrofuran at 20℃; Stage #2: Diethyl carbonate In tetrahydrofuran at 20℃; | 63% |
2-formyl-4,5-(methylenedioxy)benzeneboronic acid
3-Bromo-4-methylpyridin
6-(4-methyl-pyridin-3-yl)-benzo[1,3]dioxole-5-carbaldehyde
Conditions | Yield |
---|---|
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In methanol; water; toluene at 90℃; for 15h; Suzuki coupling; | 98% |
benzo[b]thiophene-2-boronic acid
3-Bromo-4-methylpyridin
3-(benzo[b]thiophen-2-yl)-4-methylpyridine
Conditions | Yield |
---|---|
With C43H37ClFeNiP2*C4H8O; potassium carbonate In tetrahydrofuran; acetonitrile at 50℃; for 12h; Suzuki-Miyaura Coupling; Inert atmosphere; | 97% |
thiophene boronic acid
3-Bromo-4-methylpyridin
4-methyl-3-(thiophen-2-yl)pyridine
Conditions | Yield |
---|---|
With potassium phosphate; C43H37ClFeNiP2*C4H8O In 1,4-dioxane at 70℃; for 8h; Suzuki-Miyaura Coupling; Inert atmosphere; | 97% |
4-acetylphenylboronic acid
3-Bromo-4-methylpyridin
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; toluene at 120℃; for 10h; Suzuki Coupling; | 97% |
Conditions | Yield |
---|---|
Stage #1: 3-Bromo-4-methylpyridin With lithium hexamethyldisilazane In tetrahydrofuran; ethylbenzene at 20℃; for 3h; Stage #2: carbonic acid dimethyl ester In tetrahydrofuran; ethylbenzene at 0 - 20℃; Stage #3: methyl iodide In tetrahydrofuran; ethylbenzene at -70 - 20℃; | 97% |
carbonic acid dimethyl ester
3-Bromo-4-methylpyridin
methyl 2-(3-bromopyridin-4-yl)acetate
Conditions | Yield |
---|---|
Stage #1: 3-Bromo-4-methylpyridin With lithium hexamethyldisilazane In tetrahydrofuran for 1.5h; Stage #2: carbonic acid dimethyl ester In tetrahydrofuran for 15h; | 96% |
Stage #1: 3-Bromo-4-methylpyridin With lithium hexamethyldisilazane In tetrahydrofuran; ethylbenzene at 20℃; for 3h; Stage #2: carbonic acid dimethyl ester In tetrahydrofuran; ethylbenzene at 0 - 20℃; | 95% |
With lithium hexamethyldisilazane In tetrahydrofuran at 0 - 20℃; for 2.5h; | 85% |
With n-butyllithium; diisopropylamine 1.) THF, hexane, r.t. to 50 deg C, 2.) THF, hexane, 50 deg C; r.t., 24 h; Yield given. Multistep reaction; |
2-formylbenzene boronic acid
3-Bromo-4-methylpyridin
2-(4-methyl-pyridin-3-yl)-benzaldehyde
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In methanol; water; toluene at 90℃; for 15h; Inert atmosphere; | 96% |
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In methanol; water; toluene at 90℃; for 15h; Suzuki coupling; | 94% |
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran; water at 70℃; for 12h; Suzuki Coupling; | 85% |
Conditions | Yield |
---|---|
With copper In water at 150 - 160℃; Temperature; Reagent/catalyst; | 95% |
With copper In water at 100 - 110℃; for 24h; Temperature; Autoclave; | 93% |
With copper(II) sulfate | 68% |
Conditions | Yield |
---|---|
Stage #1: 3-Bromo-4-methylpyridin With n-butyllithium In tetrahydrofuran at -100℃; for 0.166667h; Stage #2: Methyl formate In tetrahydrofuran at -96 - -78℃; for 1h; | 95% |
3-[4-methoxymethyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-benzoimidazol-2-yl]-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-b]pyridine
3-Bromo-4-methylpyridin
3-[4-methoxymethyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-benzoimidazol-2-yl]-5-(4-methyl-pyridin-3-yl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-b]pyridine
Conditions | Yield |
---|---|
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 90℃; | 95% |
N-boc-2-pyrroleboronic acid
3-Bromo-4-methylpyridin
tert-butyl 2-(4-methylpyridin-3-yl)-1H-pyrrole-1-carboxylate
Conditions | Yield |
---|---|
With potassium phosphate; C43H37ClFeNiP2*C4H8O In 1,4-dioxane at 70℃; for 8h; Suzuki-Miyaura Coupling; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
With ammonia; copper(II) sulfate In methanol at 160℃; under 3800.26 Torr; for 8h; Temperature; Autoclave; | 95% |
With ammonium hydroxide; L-2-O-methyl-chiro-inositol; copper(II) acetate monohydrate In 1-methyl-pyrrolidin-2-one at 110℃; for 30h; | 80% |
3-Bromo-4-methylpyridin
3-iodo-4-methyl-pyridine
Conditions | Yield |
---|---|
With copper(l) iodide; N,N-dimethylethylenediamine; sodium iodide In 1,4-dioxane at 110℃; for 72h; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 135℃; for 5h; | 95% |
3-bromo-1-(trimethylsilyl)-1-propyne
3-Bromo-4-methylpyridin
3-bromo-4-[4-(trimethylsilyl)but-3-yn-1-yl]pyridine
Conditions | Yield |
---|---|
Stage #1: 3-Bromo-4-methylpyridin With lithium diisopropyl amide In tetrahydrofuran; hexane at 50℃; for 0.75h; Stage #2: 3-bromo-1-(trimethylsilyl)-1-propyne In tetrahydrofuran; hexane at 0 - 20℃; Further stages.; | 93% |
sodium carbonate
3-Bromo-4-methylpyridin
formic acid ethyl ester
4-methylnicotinaldehyde
Conditions | Yield |
---|---|
With hydrogenchloride; n-butyllithium In tetrahydrofuran; hexane; water | 93% |
3-Bromo-4-methylpyridin
3-bromo-4-methyl-1-oxidopyridin-1-ium
Conditions | Yield |
---|---|
With dihydrogen peroxide; methyltrioxorhenium(VII) In dichloromethane; water at 20℃; | 93% |
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 2h; |
3-Bromo-4-methylpyridin
formic acid ethyl ester
4-methylnicotinaldehyde
Conditions | Yield |
---|---|
Stage #1: 3-Bromo-4-methylpyridin With n-butyllithium In tetrahydrofuran; hexane at -100 - 100℃; for 0.166667h; Stage #2: formic acid ethyl ester In tetrahydrofuran; hexane at 100℃; for 0.5h; | 93% |
allyl bromide
3-Bromo-4-methylpyridin
3-bromo-4-(but-3-en-1-yl)pyridine
Conditions | Yield |
---|---|
Stage #1: 3-Bromo-4-methylpyridin With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.833333h; Stage #2: allyl bromide In tetrahydrofuran at -78 - 20℃; | 92% |
phenylacetylene
3-Bromo-4-methylpyridin
3-(phenylethynyl)-4-methylpyridine
Conditions | Yield |
---|---|
Stage #1: 3-Bromo-4-methylpyridin With bis(η3-allyl-μ-chloropalladium(II)); 1-n-butyl-3-methylimidazolium tetrafluoroborate; triphenylphosphine at 60℃; Heck alkynylation; Inert atmosphere; Stage #2: phenylacetylene With pyrrolidine at 100℃; for 4h; Heck alkynylation; Inert atmosphere; | 92% |
With tetrabutylammomium bromide; sodium acetate In dimethyl sulfoxide at 120℃; for 50h; Sonogashira Cross-Coupling; Inert atmosphere; | 69% |
benzofuran-2-boronic acid
3-Bromo-4-methylpyridin
3-(benzofuran-2-yl)-4-methylpyridine
Conditions | Yield |
---|---|
With C43H37ClFeNiP2*C4H8O; potassium carbonate In tetrahydrofuran; acetonitrile at 50℃; for 12h; Suzuki-Miyaura Coupling; Inert atmosphere; | 92% |
tributyl(1-ethoxyvinyl)stannane
3-Bromo-4-methylpyridin
3-(1-Ethoxy-vinyl)-4-methyl-pyridine
Conditions | Yield |
---|---|
tetrakis(triphenylphosphine) palladium(0) In toluene for 4h; Heating / reflux; | 91% |
benzophenone hydrazone
3-Bromo-4-methylpyridin
diphenylmethanone (4-methylpyridin-3-yl)hydrazone
Conditions | Yield |
---|---|
With sodium t-butanolate; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In toluene at 85℃; | 91% |
Conditions | Yield |
---|---|
With sodium hydroxide; sodium tetrahydroborate In methanol stirring CoCl2, glyoxime in CH3OH at -20°C under N2; addn. of 50% aq. NaOH soln., 3-bromo-4-methylpyridine, NaBH4 in CH3OH; stirring at 20°C for 1 h; addn. of bromide at -20, stirring at 20°C in dark for 14 h;; addn. of water containing 1 drop 3-bromo-4-methylpyridine to oily residue; pptn.; drying; elem. anal.; | 91% |
(9-fluoro-1-methyl-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinolin-7-yl)boronic acid
3-Bromo-4-methylpyridin
9-fluoro-1-methyl-7-(4-methyl-pyridin-3-yl)-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinoline
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; palladium diacetate; sodium carbonate In ethanol; water; toluene Suzuki Coupling; Inert atmosphere; Reflux; | 91% |
3-Bromo-4-methylpyridin
3-bromoisonicotinic acid
Conditions | Yield |
---|---|
Stage #1: 3-Bromo-4-methylpyridin With Co0.27CuO3; water Stage #2: With oxygen at 90℃; | 90% |
With potassium permanganate In water Heating / reflux; | 32% |
With hydrogenchloride; potassium permanganate In water |
(5-(((tert-butoxycarbonyl)amino)methyl)furan-2-yl)boronic acid
3-Bromo-4-methylpyridin
Conditions | Yield |
---|---|
With trans-bis(triphenylphosphine)palladium dichloride; sodium carbonate In 1,2-dimethoxyethane; ethanol; water at 140℃; for 0.0333333h; Suzuki Coupling; Inert atmosphere; Microwave irradiation; | 89.4% |
With trans-bis(triphenylphosphine)palladium dichloride; sodium carbonate In 1,2-dimethoxyethane; ethanol; water at 140℃; for 0.0333333h; Microwave irradiation; Inert atmosphere; | 89% |
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