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| Type | HazMat fee for 500 gram (Estimated) |
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Structure of 870-63-3
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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| CAS No. : | 870-63-3 |
| Formula : | C5H9Br |
| M.W : | 149.03 |
| SMILES Code : | CC(C)=CCBr |
| MDL No. : | MFCD00000242 |
| InChI Key : | LOYZVRIHVZEDMW-UHFFFAOYSA-N |
| Pubchem ID : | 70092 |
| GHS Pictogram: |
|
| Signal Word: | Danger |
| Hazard Statements: | H225-H314 |
| Precautionary Statements: | P210-P260-P280-P303+P361+P353-P305+P351+P338-P370+P378 |
| Class: | 8(3) |
| UN#: | 2920 |
| Packing Group: | Ⅱ |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.


[ 98968-72-0 ]
[ 870-63-3 ]
[ 480-39-7 ]
[ 870-63-3 ]
[ 72247-82-6 ]
[ 59718-55-7 ]
[ 72018-32-7 ]
[ 38136-70-8 ]
[ 870-63-3 ]

| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 96.4% | With potassium carbonate; sodium iodide; In acetone; at 20℃; for 4h; | 1.0 g (8.18 mmol) of 4-hydroxybenzaldehyde (1) and 2 · 46 mL (24.56 mmol) of 1-bromo-3-methyl-2-butene were dissolved in 30 mL of dry acetone, Under stirring, 3.4 g (24.54 mmol) of potassium carbonate (K2CO3) and 1.23 g (8.18 mmol) of sodium iodide were slowly added, and reacted at room temperature for 4 h. After the completion of the reaction, the reaction mixture was quenched by the addition of ultrapure water, and the acetone was evaporated off under reduced pressure, and then extracted with ethyl acetate (30 mL X 3), combined organic phases were washed with a saturated sodium chloride solution and dried over anhydrous sodium sulfate. Filtration, then concentration of the filtrate under reduced pressure, and silica gel column chromatography separation to give colorless liquid 4-(3-methyl-2-butenyloxy)benzaldehyde (2) 1.50 g was obtained in a yield of 96.4%. |
| 90.9% | With potassium carbonate; In acetone; for 2h;Inert atmosphere; Reflux; | Dissolve p-hydroxybenzaldehyde 4 (1.01g, 8.28mmol) in 20ml of anhydrous acetone, add isopentenyl bromide (1.63g, 9.84mmol), K2CO3 (5.59g, 40.5mmol) under nitrogen protection, stir and reflux for 2h, TLC monitors that the reaction solution has no raw material points, filtered to remove K2CO3, diluted with ethyl acetate, washed twice with water, washed once with brine, dried with anhydrous Na2SO4, and separated by silica gel column chromatography (petroleum ether: ethyl acetate (V: V) = 15:1) A light yellow oily liquid is obtained. It was dried under vacuum at 60 C. for 12 hours, and weighed to obtain 1.44 g, with a yield of 90.9%. |
| General procedure: Excess K2CO3 and a small amount of KI as the catalyst were added to a solution of the vanillin or 4-hydroxy benzaldehy (20mmol) in dimethyl formamide (80mL). After stirring for 30min, cyclopropylmethyl bromide or 3-methyl-butenyl bromide (22mmol) was added, and the resulting mixture was stirred at 65C for 3-6h. The reaction was monitored by TLC analysis. After completion of the reaction, the solid was filtered, and the solution was concentrated in vacuo. The crude product was purified by chromatography on silica gel using petroleum ether/ethyl acetate (5:1, v:v) as original eluent to give substituted hydroxy aldehydes. Then the substituted hydroxy aldehydes were reduced by sodium borohydride to give corresponding alcohols, and subsequently the alcohols were used to esterification with TMCA to give compounds 29-32 using EDCI-DMAP as activation system. |
[ 38136-70-8 ]
[ 870-63-3 ]

[ 608146-25-4 ]
[ 336130-47-3 ]| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 89% | With potassium carbonate; In DMF (N,N-dimethyl-formamide); at 50℃; for 2.0h; | A mixture of 12.20 g (46 mmol) dimethyl 2-bromo-imidazole-4,5-dicarboxylate, 7.16 g (48 mmol) 1-bromo-3-methyl-2-butene and 7.19 g (52 mmol) potassium carbonate in 150 ml of dimethylformamide were stirred for two hours at 50 C. Then 100 ml of water were added, and the mixture was extracted three times with ethyl acetate. The extracts were dried and evaporated down. The crude product thus obtained was purified by column chromatography (silica gel; eluant: cyclohexane/ethyl acetate 4:1->2:1). Yield: 13.52 g (89% of theory) C12H15BrN2O4 (331.16) Mass spectrum: (M+H)+=331/333 (bromine) |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With potassium carbonate; In acetone; for 28h;Reflux; Inert atmosphere; | 6-(Prenyloxy)-2-cyanobenzothiazole: To a dry 25-ml round-bottomed flask containing acetone (5 mL), anhydrous potassium carbonate (1.2 g, 8.4 mmol), and prenyl bromide (839 microliters, 7.3 mmole) was added 6-hydroxy-2-cyanobenzothiazole (1.0 g, 5.6 mmol). The mixture was refluxed under argon with stirring. Reaction progress was monitored by TLC analysis, developing with 2:1 heptane-ethyl acetate. After 28 h, the potassium carbonate was filtered from the cooled reaction mixture. The solution was concentrated in vacuo to yield 1.7 g of solid. The solid was further purified by flash chromatography using 9:1 heptane-ethyl acetate and gradually stepping to 4:1 heptane-ethyl acetate. Appropriate fractions were pooled and evaporated to yield 0.8 g of solid. The structure was confirmed by 1H NMR analysis in DMSO-d6. |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 40% | Lactone GTo a flask was charged NaH (1.7 g) and N,N-dimethylfonnamide (30 mL). The solution was cooled in an ice bath and Lactone A (1.57 g) was added in DMF (4 mL) followed by a wash with DMF (1 mL). The ice bath was removed and after 1.5 h the reaction mixture was cooled in an ice bath and 3,3-dimethylallyl bromide (5.2 mL) was added. The ice bath removed and the reaction left to stir overnight. The reaction mixture was cooled to 0 °C and was quenched with saturated NH4C1 (3 mL) followed by diluting with water (27 mL) and EtOAc (100 mL). The organics were then washed with water and brine (30 mL each) and then dried over Na2S04, filtered and concentrated. The residue was purified by column chromatography on silica gel giving 1.42 g (40percent) of the tri-prenyl Lactone G, (M+H)/Z = 367. |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 44% | General procedure: General procedure: To a solution of 4-formyl-1H-1-tritylprazole (8a) (94.6 mg, 0.28 mmol) inCH2Cl2 (6 mL) was added 70% mCPBA (131.8 mg, 0.53 mmol) at 0 C, with stirring. After 5 h,saturated NaHCO3 aq (10 mL) was added to quench the reaction mixture. The mixture was extractedwith CH2Cl2 3 times. Combined organic layer was dried over MgSO4, filtered, and condensedunder reduced pressure to give a crude formate. To an acetone solution of the crude formate (6 mL),20% NaOH aq (4 mL) was added, then the mixture was heated under reflux for 1 h, then crotyl bromide(48 L, 0.42 mmol) was added to the cooled mixture. After stirring for 3 h, saturated NH4Cl aq wasadded to the reaction mixture to quench, the mixture was condensed under reduced pressure, extractedwith CH2Cl2 for 3 times. The combined CH2Cl2 layer was dried over MgSO4, filtered, and condensedunder reduced pressure to give a crude residue, which was purified with flash column chromatography(EtOAc:Hexane = 1:10) to give 4-(2-butenyl)oxy-1H-1-tritylpyrazole (1e) (54.5 mg, 51%). |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 87% | General procedure: alpha-Monosubstituted malonic diester 1 was synthesized according to the reported procedure as follows.3 tert-Butyl methyl malonate was purchased from Kanto Chemical, and used without further purification. The physical properties and spectral data of the new compounds, 2-(2-methylbenzyl)malonate 1g, 2-prenylmalonate 1l, and 2-(2-benzyloxyethyl)malonate 1o, are listed below. A 100 mL round-bottom flask equipped with a stirring bar was charged with <strong>[42726-73-8]tert-butyl methyl malonate</strong> (846 muL, 5.0 mmol) and DMF (10 mL). To the solution, sodium hydride (60percent oil suspension, 200 mg, 5.0 mmol) was added. The reaction was allowed to stir at 0 °C for 30 min. To the mixture, corresponding alkyl halide (5.0 mmol) was added at 0 °C and the mixture was stirred at room temperature for 24 h. To the reaction mixture, H2O was added, and the mixture was extracted with CH2Cl2 (3 * 20 mL), dried over MgSO4, and concentrated in vacuo. The remaining residue was purified by silica gel column chromatography (hexane/ethyl acetate) to afford the desired product 1. |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 27%; 20% | at 25℃; for 24h;Alkaline conditions; | Specific operation: Add p-hydroxybenzaldehyde (0.1mol), KOH (0.15mol), 120mL of pure water in a round bottom flask, slowly add bromoisopentene (0.12mol) dropwise at room temperature, continue to stir the reaction, and TLC monitor the reaction Process (petroleum ether: ethyl acetate = 5:1). After the reaction is over, adjust the pH to 3 with 3N hydrochloric acid, extract 3×100 mL with ethyl acetate, combine the organic phases, wash with saturated sodium carbonate solution, saturated brine, dry with anhydrous sodium sulfate, and evaporate the solvent under reduced pressure. The yellow oil was subjected to silica gel column chromatography (petroleum ether: ethyl acetate = 8:1) to obtain slightly yellow oils (a1) and (a2), the yield of a1: 17-20%; the yield of a2: 23-27% . |
Tags: 870-63-3 synthesis path| 870-63-3 SDS| 870-63-3 COA| 870-63-3 purity| 870-63-3 application| 870-63-3 NMR| 870-63-3 COA| 870-63-3 structure
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| H412 | Harmful to aquatic life with long-lasting effects |
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| H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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