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Chemical Structure| 1073493-92-1 Chemical Structure| 1073493-92-1

Structure of 1073493-92-1

Chemical Structure| 1073493-92-1

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Product Details of [ 1073493-92-1 ]

CAS No. :1073493-92-1
Formula : C18H27BO4
M.W : 318.22
SMILES Code : O=C(OC(C)(C)C)C1=CC=C(B2OC(C)(C)C(C)(C)O2)C(C)=C1
MDL No. :MFCD22494127

Safety of [ 1073493-92-1 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 1073493-92-1 ]

* 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 [ 1073493-92-1 ]

[ 1073493-92-1 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 1073493-92-1 ]
  • [ 848366-28-9 ]
  • [ 1432055-36-1 ]
YieldReaction ConditionsOperation in experiment
2.0 g With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; In 1,4-dioxane; water; at 80℃; Step 3 To a 250 mL RBF was added <strong>[848366-28-9]5-bromo-3-chloro-2-methoxypyridine</strong> (1.5 g), tribasic potassium phosphate (2.86 g, 13.5 mmol), bis(diphenylphosphino)ferrocene]palladium(II)dichloromethane adduct (0.275 g, 6.74 mmol), tert-butyl 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (2.27 g, 7.13 mmol), dioxane (50 mL) and water (3 mL). The flask was sealed and was stirred at 80 C. overnight. The reaction was cooled to room temperature, diluted with ethyl acetate, washed with water, filtered and concentrated. The resultant residue was purified by column chromatography to yield tert-butyl 4-(5-chloro-6-methoxypyridin-3-yl)-3-methylbenzoate (2.0 g, 5.99 mmol). MS ESI calc'd. for C18H21ClNO3 [M+H]+ 334.1. found 334.0.
2.0 g With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; In 1,4-dioxane; water; at 80℃;Sealed tube; Step C: tert-Butyl 4-(5-chloro-6-methoxypyridin-3-yl-3-methylbenzoate: To a 250 mL roundbottomed flask was added <strong>[848366-28-9]5-bromo-3-chloro-2-methoxypyridine</strong> (1.5 g), tribasic potassium phosphate (2.86 g, 13.5 mmol), bis(diphenylphosphino)ferrocene] palladium (II) dichloromethane adduct (0.275 g, 6.74 mmol), tert-butyl 3 -methyl-4-(4,4,5,5-tetramethyl- 1,3,2- dioxaborolan-2-yl)benzoate (Step B, 2.27 g, 7.13 mmol), dioxane (50 mL) and water (3 mL). The flask was sealed and was stirred at 80C overnight. The reaction was cooled to roomtemperature, diluted with ethyl acetate, washed with water, filtered and the filtrate concentrated.The resultant residue was purified by silica gel chromatography to yield tert-butyl 4-(5-chloro-6-methoxypyridin-3-yl)-3-methylbenzoate (2.0 g, 5.99 mmol). LCMS (M+H)*: 334.0
With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; In 1,4-dioxane; water; at 80℃;Sealed tube; Step 3: To a 250 mL RBF was added <strong>[848366-28-9]5-bromo-3-chloro-2-methoxypyridine</strong> (1.5g, 6.74 mmol), tribasic potassium phosphate (2.86 g, 13.5 mmol), [1,1 '-20 bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane adduct (0.275 g, 0.337 mmol),tert-butyl 3-methyl-4-( 4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)benzoate (2.27 g, 7.13 mmol),dioxane (50 mL) and water (3 mL). The flask was sealed and was stirred at 80 C overnight. Thereaction was cooled to room temperature, diluted with ethyl acetate, washed with water, filteredand concentrated. The resultant residue was purified by column chromatography to yield tert-25 butyl4-(5-chloro-6-methoxypyridin-3-yl)-3-methylbenzoate. MS ESI calc'd. for C18H21ClN03[M + H]+ 334.1, found 334.0.
With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; In 1,4-dioxane; water; at 80℃;Sealed tube; Step 3: To a 250 mL RBF was added <strong>[848366-28-9]5-bromo-3-chloro-2-methoxypyridine</strong> (1.5 g), tribasic potassium phosphate (2.86 g, 13.5 mmol), bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane adduct (0.275 g, 6.74 mmol), tert-butyl 3-methyl-4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)benzoate (2.27 g, 7.13 mmol), dioxane (50 mL) and water (3 mL). The flask was sealed and was stirred at 80 C overnight. The reaction was cooled to room temperature, diluted with ethyl acetate, washed with water, filtered and concentrated. The resultant residue was purified by column chromatography to yield tert-butyl 4-(5-chloro-6-methoxypyridin-3-yl)-3-methylbenzoate. MS ESI calc'd. for C18H21CINO3 [M + H]+ 334.1, found 334.0.

 

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