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Structure of 38771-21-0
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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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Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
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Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
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CAS No. : | 38771-21-0 |
Formula : | C4H5Br |
M.W : | 132.99 |
SMILES Code : | C#CCCBr |
MDL No. : | MFCD10000883 |
InChI Key : | XLYOGWXIKVUXCL-UHFFFAOYSA-N |
Pubchem ID : | 11073464 |
GHS Pictogram: |
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Signal Word: | Danger |
Hazard Statements: | H226-H301-H317 |
Precautionary Statements: | P210-P233-P240-P241-P242-P243-P261-P264-P270-P272-P280-P301+P310+P330-P303+P361+P353-P333+P313-P370+P378-P403+P235-P405-P501 |
Class: | 3(6.1) |
UN#: | 1992 |
Packing Group: | Ⅲ |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium hydride; at 60℃; for 4h; | to the solution of MMAF (2.7mmuol) in dry DMF (0.6ml) was added NaH (54mumol) and 4-bromo-1-butyne (27mumol) . The mixture was stirred at 60°C for 4 hours. Reaction was quenched by adding dry methanol (0.2ml) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Preparation of tert-butyl 4-but-3-ynyl-4,9-diazaspiro[5.5]undecane-9-carboxylate; oxalic acid Charge in order, 23.7 g of CH3CN, 10 g of tert-butyl 4,9-diazaspiro[5.5]undecane-9-carboxylate, 9.2 g of K2CO3 then 8.4 g of 4-bromobut-1-yne to R1. Heat the mixture to 65-70 C. and stir the mixture at 65-70 C. for 12-18 hours. Concentrate the mixture to a total weight of 30-40 g below 50 C., then add 76 g of MTBE and 50 g of water. Stir the mixture at 20-25 C. for 30 mins then allow to stand to 30 mins Separate the aqueous. Preopare a solution of 1 g of KOH in 49 g of water and add this to the organic layer at 20-25 C. Stir the mixture at 20-25 C. for 30 mins then allow to stand for 20-30 mins at 20-25 C. Separate the aqueous layer out and wash the organics with 50 g of water. Concentrate the organic phase to 40-50 g total weight below 50 C. in R1. Prepare a solution of 7.4 g of oxalic acid dihydrate in 39.5 g of acetone, then add drop wise the oxalic acid/acetone solution into R1 at 20-25 C. Stir the suspension at 20-25 C. for 2-3 hours then filter. Wash the cake with 15.2 g of MTBE. Slurry the cake in 89 g of THF and stir the mixture at 50 C. for 6-8 hours. Cool the mixture to 20-25 C. and filter. Wash the cake with 17.8 g of THF. Again, slurry the cake in 89 g of THF and stir the mixture at 50 C. for 6-8 hours. Cool the mixture to 20-25 C. and filter. Wash the cake with 17.8 g of THF. Dry the cake under vacuum at 50-60 C. for 16-18 hours to provide the title compound, tert-butyl 4-but-3-ynyl-4,9-diazaspiro[5.5]undecane-9-carboxylate; oxalic acid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
DMF (20 ml) was added through a septum to an argon-purgedflask containing 4-<strong>[10357-07-0]N-benzoyl-5-fluorocytosine</strong> (600 mg, 2.6 mmol)and K2CO3 (427 mg, 3.1 mmol) and the resulting suspension wasstirred at 80 C for 20 min. Then a 4-bromo-1-butyne (277 ll,3.1 mmol) was added to the solution. The mixture was stirred at80 C for 16 h. DMF was co-evaporated with toluene under reducedpressure. The crude reaction mixture was redissolved in CHCl3 andseparated using flash column chromatography on silica gel withgradient CH2Cl2 to 8% MeOH in 40 CV. Dried product was directlyused in the following reaction with methanolic ammonia (20 ml)at ambient temperature. After 16 h NH3 and MeOH were evaporatedunder reduced pressure and the product was isolated by flashcolumn chromatography on silica gel with gradient from CH2Cl2 to7% MeOH in 16 CV to give the product 2b as white solid in 39%yield (184 mg, 1 mmol). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
67% | To a 500 mL round bottom flask equipped with a stir bar was added 25 g (100 mmol) of 4,4'-thiobisbenzenethiol and 15 mL of DMF, followed by addition of an aqueous NaOH solution (10 g in 100 mL of water). The resulting suspension was cooled in an ice bath. To the suspension (still in an ice bath) was added 33 g (250 mmol) of 4-bromobutan-1-yne dropwise. The suspension was then warmed to room temperature. The resulting mixture will be cloudy,It was observed to solidify into a light gray solid after stirring for 1 hour. This solid can be easily pulverized with a glass rod. Add another 50 mL of EtOAc, It was allowed to stir overnight under nitrogen. the suspension was then diluted with additional EtOAc. The organic portion was extracted using a separatory funnel. the organic layer was then washed twice with 25 mL of 1 N NaOH. It was then washed three times with water and then with brine. The organic phase was then dried over sodium sulfate (Na2SO4), filtered and concentrated using a rotary evaporator. The product was obtained as an off white solid (23.6 g, 67% yield). |
Tags: 38771-21-0 synthesis path| 38771-21-0 SDS| 38771-21-0 COA| 38771-21-0 purity| 38771-21-0 application| 38771-21-0 NMR| 38771-21-0 COA| 38771-21-0 structure
Precautionary Statements-General | |
Code | Phrase |
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P220 | Keep/Store away from clothing/combustible materials. |
P221 | Take any precaution to avoid mixing with combustibles |
P222 | Do not allow contact with air. |
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P230 | Keep wetted |
P231 | Handle under inert gas. |
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P233 | Keep container tightly closed. |
P234 | Keep only in original container. |
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P240 | Ground/bond container and receiving equipment. |
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Code | Phrase |
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P301 + P312 | IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
P301 + P330 + P331 | IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. |
P302 + P334 | IF ON SKIN: Immerse in cool water/wrap in wet bandages. |
P302 + P350 | IF ON SKIN: Gently wash with plenty of soap and water. |
P303 + P361 + P353 | IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
P304 + P312 | IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell. |
P304 + P340 | IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. |
P304 + P341 | IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P305 + P351 + P338 | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. |
P306 + P360 | IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes. |
P307 + P311 | IF exposed: call a POISON CENTER or doctor/physician. |
P308 + P313 | IF exposed or concerned: Get medical advice/attention. |
P309 + P311 | IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician. |
P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
P333 + P313 | IF SKIN irritation or rash occurs: Get medical advice/attention. |
P335 + P334 | Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. |
P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
P342 + P311 | IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
P370 + P376 | In case of fire: Stop leak if safe to Do so. |
P370 + P378 | In case of fire: |
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P420 | Store away from other materials. |
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Disposal | |
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H241 | Heating may cause a fire or explosion |
H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
H251 | Self-heating; may catch fire |
H252 | Self-heating in large quantities; may catch fire |
H260 | In contact with water releases flammable gases which may ignite spontaneously |
H261 | In contact with water releases flammable gas |
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H311 | Toxic in contact with skin |
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H319 | Causes serious eye irritation |
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H402 | Harmful to aquatic life |
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H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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