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Chemical Structure| 27631-29-4 Chemical Structure| 27631-29-4
Chemical Structure| 27631-29-4

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Product Details of Doxazosin Related Compound E

CAS No. :27631-29-4
Formula : C10H8Cl2N2O2
M.W : 259.09
SMILES Code : COC1=CC2=NC(Cl)=NC(Cl)=C2C=C1OC
MDL No. :MFCD00051733
InChI Key :DGHKCBSVAZXEPP-UHFFFAOYSA-N
Pubchem ID :520327

Safety of Doxazosin Related Compound E

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Doxazosin Related Compound E

* 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 [ 27631-29-4 ]

[ 27631-29-4 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 27631-29-4 ]
  • [ 134464-79-2 ]
  • [ 1458639-55-8 ]
YieldReaction ConditionsOperation in experiment
80% To a suspension of sodium hydride (60% in mineral oil, 70 mg, 1.75 mmol) in dry THF (4 mL) was added dropwise at 0 C a solution of tert-butyl 4-mercaptopiperidine-l-carboxylate (350 mg, 1.61 mmol, prepared following the procedure described in PCT Int. Appl., 2008077552) in dry THF (4 mL). Reaction mixture was stirred at 0 C for 20 minutes and a solution of 2,4-dichloro-6,7-dimethoxyquinazoline (415 mg, 1.60 mmol) in dry THF (4 mL) was added dropwise. The mixture was stirred for 1 hour at 0 C and then overnight at room temperature. An aqueous ammonium chloride solution (20 mL) was added and the aqueous phase was extracted with diethyl ether (2x50 mL). The combined organic extracts were washed with brine (40 mL), dried over anhydrous MgS04 and concentrated under reduced pressure. The crude product was purified by flash chromatography (Pet. Ether/Et20 2: 1 to 1 : 1) to furnish tert-butyl 4-((2-chloro-6,7-dimethoxyquinazolin-4-yl)thio)piperidine-l- carboxylate (560 mg, 80%) as a colourless solid
  • 2
  • [ 1709-59-7 ]
  • [ 27631-29-4 ]
  • 4-((2-chloro-6,7-dimethoxyquinazolin-4-yl)amino)-N,N-dimethyl benzenesulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
53% With palladium diacetate; sodium t-butanolate; XPhos; In toluene; tert-butyl alcohol; at 90℃; for 1h;Inert atmosphere; General procedure: A mixture of 0.63mmol aryl chloride, 0.63mmol aniline, 1.89mmol t-BuONa, 0.19mmol 2-(dicyclohexylphosphino)-2?,4?,6?-triisopropylbiphenyl (X-Phos) and 0.03mmol Pd(OAc)2 in 6mL tert-butanol and 10mL toluene was stirred at 90C for 1h under an argon atmosphere. When the reaction was complete, the mixture was cooled to room temperature, diluted with water and subsequently extracted with dichloromethane. The extracts were combined, washed with saturated saline solution, and dried over anhydrous Na2SO4. The solvent was removed under vacuum, and the residue was purified by recrystallization from a mixture of dichloromethane and hexane.
  • 3
  • [ 150349-65-8 ]
  • [ 27631-29-4 ]
  • tert-butyl 4-(3-((2-chloro-6,7-dimethoxyquinazolin-4-yl)amino)propyl)piperidine-1-carboxylate [ No CAS ]
  • 4
  • [ 27631-29-4 ]
  • [ 935693-62-2 ]
  • 5
  • [ 29608-05-7 ]
  • [ 27631-29-4 ]
  • C22H25ClN4O2 [ No CAS ]
  • 6
  • [ 90924-12-2 ]
  • [ 27631-29-4 ]
  • 6,7-dimethoxy-2-chloro-4-[(3-phenylisoxazol-5-yl)methoxy]quinazoline [ No CAS ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In isopropyl alcohol; at 50℃; for 0.5h; 0.259 g (1 mmol) of 6,7-dimethoxy-2,4-dichloro-quinazoline was dissolved in 5 mL of dry isopropanol, then a solution of 0.175 g (1 mmol) of 5-hydroxymethyl-3-phenyl-isoxazole in 5 mL of isopropanol was slowly added dropwise to the reaction system with stirring, followed by the addition of 0.101 g (1 mmol) of freshly distilled triethylamine, after the system was stirred at room temperature for 30 min, the reaction was carried out at 50 C. After the TLC detection reaction was completed, the reaction liquid was concentrated in a vacuum, and the residue is directly subjected to column separation (V petroleum ether: V ethyl acetate 5:1~2:1) to obtain target compound [6,7-bis(methoxyethoxy)]-4-[3-(4-methyl-phenyl)-isoxazol-5-yl]-methoxy-}-quinazoline ( Q-1). The remaining compound was synthesized according to the synthesis of 6,7-dimethoxy-2-chloro-4-[(3-phenylisoxazol-5-yl)methoxy]quinazoline.
 

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