Structure of 65632-62-4
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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. : | 65632-62-4 |
Formula : | C13H16N2O4 |
M.W : | 264.28 |
SMILES Code : | O=C([C@@H]1CCCN(C(OCC2=CC=CC=C2)=O)N1)O |
MDL No. : | MFCD09751404 |
InChI Key : | ZYBMAAOZXXKYTG-NSHDSACASA-N |
Pubchem ID : | 11129166 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-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 |
---|---|---|
99% | With thionyl chloride; at 0 - 20℃; for 1h;Heating / reflux; | The hexahydropyridazinic acid (40 g; 0.151 mol) is dissolved in 200 ml of methanol and cooled to 0 C. SOCl2 (36 ml; 0.45 mol) is added dropwise. The solution becomes clear; the temperature is allowed to return very gradually to ambient temperature, and the solution is then refluxed for one hour. The mixture is poured onto a DCM(200 ml)/ice(500 g) /NaHCO3(60 g) mixture. The aqueous phase is extracted with DCM. The organic phase is washed with a saturated NaHCO3 solution and then dried over MgSO4. A colorless oil is obtained (41 g; 99%) and is used as it is. |
99% | a) Esterification of the Acid Function; The hexahydropyridazinic acid (40 g; 0.151 mol) is dissolved in 200 ml of methanol and cooled to 0 C. SOCl2 (36 ml; 0.45 mol) is added dropwise. The solution becomes clear; the temperature is allowed to return very gradually to ambient temperature and the solution is then refluxed for one hour. The mixture is poured onto a DCM(200 ml)/ice(500 g)/NaHCO3(60 g) mixture. The aqueous phase is extracted with DCM. The organic phase is washed with a saturated NaHCO3 solution and then dried over MgSO4. A colorless oil (41 g; 99%) is obtained and is used as it is. |
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