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Chemical Structure| 6487-89-4 Chemical Structure| 6487-89-4

Structure of 6487-89-4

Chemical Structure| 6487-89-4

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Product Details of [ 6487-89-4 ]

CAS No. :6487-89-4
Formula : C10H15ClN2O2
M.W : 230.69
SMILES Code : N=C(N)CC1=CC=C(OC)C(OC)=C1.[H]Cl
MDL No. :MFCD13186185

Safety of [ 6487-89-4 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of [ 6487-89-4 ]

* 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 [ 6487-89-4 ]

[ 6487-89-4 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 22744-12-3 ]
  • [ 6487-89-4 ]
  • C20H22N2O5 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20℃;Inert atmosphere; A vial with screw cap was charged with <strong>[22744-12-3]2-(4-(methoxycarbonyl)phenyl)acetic acid</strong> (97 mg, 0.5 mmol), 1 -amino-2-(3,4-dimethoxyphenyl)ethan-1 -imino hydrochloride 200 mg, 1 .73 eq) and HATU (209 mg, 1 .1 eq). 2 ml of DMF and DIPEA (248 muIota_, 3 eq) were added sequentially under argon atmosphere. The reaction mixture was stirred at room temperature and checked by HPLC for carboxylic acid consumption and acylamidine intermediate formation. The complete conversion into intermediate was observed within 2-3 hours. (4-(trifluoromethyl)phenyl)hydrazine hydrochloride (187 mg, 1 .76 eq) and acetic acid (286 muIota_, 10 eq) were then added to the reaction mixture. The vial was sealed and the mixture was heated to 80C and stirred overnight. Consumption of acylamidine intermediate was observed by HPLC. The mixture was allowed to reach room temperature before diluting it with ethyl acetate and sequentially washing with saturated sodium bicarbonate aqueous solution and brine. The organic layer was dried over sodium sulphate, filtered and concentrated to dryness. The product was purified by flash chromatography (hexane: ethyl acetate) (Castanedo et al., J. Org. Chem. (201 1 ), 76(4), 1 177-1 179).
 

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