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Chemical Structure| 138401-24-8 Chemical Structure| 138401-24-8

Structure of 138401-24-8

Chemical Structure| 138401-24-8

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Product Details of [ 138401-24-8 ]

CAS No. :138401-24-8
Formula : C25H27N3O
M.W : 385.50
SMILES Code : N#CC1=CC=CC=C1C2=CC=C(CN3C(CCCC)=NC4(CCCC4)C3=O)C=C2
MDL No. :MFCD06658242

Safety of [ 138401-24-8 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H361-H372-H410
Precautionary Statements:P201-P264-P280-P301+P330+P331-P312
Class:9
UN#:3077
Packing Group:

Application In Synthesis of [ 138401-24-8 ]

* 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.

  • Downstream synthetic route of [ 138401-24-8 ]

[ 138401-24-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 209911-63-7 ]
  • [ 114772-54-2 ]
  • 2-butyl-1,3-diazaspiro[4.4]non-1-en-4-one hydrochloride [ No CAS ]
  • [ 138401-24-8 ]
YieldReaction ConditionsOperation in experiment
85 - 88% With potassium hydroxide; phosphonic acid diethyl ester;methyl tributylammonium chloride; In dichloromethane; water; at -5 - 30℃; A 1 L 3-neck flask was charged with Compound V (134.0 g), MTBAC (5.0 g) and CH2Cl2 (170 mL) and cool to -5 to 5 C. An aqueous solution of KOH (182.6 g in 212 mL water) was added slowly to the 1 L flask and the reaction temperature was kept at 5 C. The methylene chloride solution of Compound IVa and Compound IVb from Example 1 was added to the reaction mixture slowly, while maintaining the temperature at 0-10 C. Diethyl phosphite (39.66 g) was added drop wise at 0-10 C. Check the reaction mixture for completion of the reduction reaction, and additional diethyl phosphite may be added. The reaction mixture was allowed to warm to ambient (20-30 C.) and agitated until the reaction was deemed complete by HPLC. Water (150 mL) was added and the phases were separated. The organic layer was extracted with water (230 mL) and polish filtered. The methylene chloride (which contained the crude Compound II) was distilled off and exchanged with about 400 mL of methyl tert-butyl ether (MTBE) (optionally, the MTBE recycled from washing below can be used here). Upon cooling, crystallization occurred (optionally seeds were added) and after further cooling to below 25 C., crystals of Compound II were isolated, washed with MTBE and dried in vacuum at a temperature of less than 60 C. HPLC retention time: 18.126 min. Typically, the yield was about 85 to about 88%. Alternatively, IPA could be used as the crystallization and washing solvent. Optionally, the solvent (i.e., MTBE or IPA) used to wash the crystals of Compound II above can be recycled and used to crystallize the crude Compound II in the next batch. Since the washed solvent contains Compound II as well as impurities, it was surprisingly found that the washed solvent can be recovered and used again in crystallizing the crude compound of formula II in the next batch without sacrificing its purity while increasing its yield.
 

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