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Chemical Structure| 1220219-22-6 Chemical Structure| 1220219-22-6

Structure of 1220219-22-6

Chemical Structure| 1220219-22-6

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Product Details of [ 1220219-22-6 ]

CAS No. :1220219-22-6
Formula : C14H18BNO3
M.W : 259.11
SMILES Code : N#CC1=CC(B2OC(C)(C)C(C)(C)O2)=CC=C1OC
MDL No. :MFCD18383804
InChI Key :SEQGLOXOYMXKLY-UHFFFAOYSA-N
Pubchem ID :59534973

Safety of [ 1220219-22-6 ]

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 [ 1220219-22-6 ]

* 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 [ 1220219-22-6 ]

[ 1220219-22-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 144649-99-0 ]
  • [ 73183-34-3 ]
  • [ 1220219-22-6 ]
YieldReaction ConditionsOperation in experiment
92% With potassium acetate;dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; In 1,4-dioxane; at 80℃; for 18h; 2-Methoxy-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)benzonitrile: To a solution of <strong>[144649-99-0]2-methoxy-5-bromobenzonitrile</strong> (5.0 g, 23.6 mmol) in /?-dioxane (125 mL), bis(pinacolato)diborane (9.0 g, 35.4 mmol), KOAc ( 7.0 g, 71.3 mmol), and Pd(dppf)Cl2 ( 0.863 g, 1.17 mmol) were added. The resulting mixture was stirred for 18 h at 80 °C. The cooled reaction crude was diluted with 1200 mL EtOAc, washed with H20 and brine, dried (Na2S04), filtered, and concentrated in vacuo. The residue was purified by column chromatography on Si02 (Hexanes/EtOAc) to afford the title compound (5.6 g, 92percent).
92% With potassium acetate;dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; In 1,4-dioxane; at 80℃; for 18h; Preparation of Intermediate 1-2; 5-(2-Chloropyrimidin-4-yl)-2-methoxybenzonitrileReagents: (a) Pd(dppf)Cl2, KOAc, /?-dioxane: (b) 2,4-dichloropyrimidine, K2C03,Pd(PPh3)4, CH3CN, H20, reflux, 5 h;[0209] Step 1. 2-Methoxy-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)benzonitrile: To a solution of <strong>[144649-99-0]2-methoxy-5-bromobenzonitrile</strong> (5.0 g, 23.6 mmol) in /?-dioxane (125 mL), bis(pinacolato)diborane (9.0 g, 35.4 mmol), KOAc (7.0 g, 71.3 mmol), and Pd(dppf)Cl2 (0.863 g, 1.17 mmol) were added. The resulting mixture was stirred for 18 h at 80 °C. The cooled reaction crude was diluted with 120 mL EtOAc, washed with H20 and brine, dried (Na2S04), filtered, and concentrated in vacuo. The residue was purified by column chromatography on Si02 (Hexanes/EtOAc) to afford the title compound (5.6 g, 92percent). GC/MS (EI, M+) 245
 

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