Structure of 1421840-44-9
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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. : | 1421840-44-9 |
Formula : | C15H16ClNO3S |
M.W : | 325.81 |
SMILES Code : | O=S(C1=CC=C(C)C=C1)(N[C@@H](C2=CC(Cl)=CC=C2O)C)=O |
MDL No. : | MFCD28133446 |
InChI Key : | SCQIHZBVQHRKIF-LLVKDONJSA-N |
Pubchem ID : | 71584229 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302 |
Precautionary Statements: | P280-P305+P351+P338 |
* 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 |
---|---|---|
75% | With 1-methyl-1H-imidazole; In dichloromethane; at -10 - -5℃; for 0.5h;Inert atmosphere; | <strong>[1421840-44-9](R)-<strong>[1421840-44-9]N-(1-(5-chloro-2-hydroxyphenyl)ethyl)-4-methylbenzenesulfonamide</strong></strong> (1,100.0g, 307.69mmol) in anhydrous dichloromethane (1200ml) solution of -10 until cooled, then phenyl phosphonic acid dichloride (57.55ml, 369.23mmol, 90% by weight) is added to the reaction mixture. Then, while maintaining the reaction temperature under an argon atmosphere at less than -5 C., is added 1-methylimidazole (61.02ml, 769.2mmol) over 30 minutes. After completion of the reaction, the reaction is quenched water (500mL) was added to the reaction mixture. The phases were separated and the organic phase was washed with 1 N HCl 400 ml, then water 100 ml, then washed with saturated sodium bicarbonate solution 200 ml. Then, the organic phase was filtered through Celite, and then concentrated. The residue, EtOAc: hexane (500ml: 1200ml) was recrystallized to give the 2a (103g, 75%) as a white solid |