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Structure of 934426-22-9

Chemical Structure| 934426-22-9

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Product Details of [ 934426-22-9 ]

CAS No. :934426-22-9
Formula : C13H17BN2O2
M.W : 244.10
SMILES Code : N#CC1=CC(B2OC(C)(C)C(C)(C)O2)=CC=C1N
MDL No. :MFCD16996233
InChI Key :JWCNIIZUTIYXTL-UHFFFAOYSA-N
Pubchem ID :58540750

Safety of [ 934426-22-9 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H312-H315-H319-H332-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 [ 934426-22-9 ]

* 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 [ 934426-22-9 ]

[ 934426-22-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 132131-24-9 ]
  • [ 73183-34-3 ]
  • [ 934426-22-9 ]
YieldReaction ConditionsOperation in experiment
69% With potassium acetate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In N,N-dimethyl-formamide; at 80℃; for 4h; Intermediate 3: 2-Amino-5-(4,4,5,5-tetramethyl-[l,3,2]dioxaboroIan-2-yl)- benzonitrileA mixture of Pd Cl2(dppf) (3.35g), potassium acetate ( 12.07g) and bis(pinacolato)boron (12.48g) in dry DMF (80ml) was treated with intermediate 1 (1Og) and heated to 80deg for 4h. The cooled mixture was partitioned between water (400ml) and CH2Cl2 (400ml). The aqueous phase was further extracted with CH2Cl2 (2x100ml) and the combined organic phases dried and concentrated in vacuo. The residue was purified by chromatography on Silica gel (9Og, retrieve) with 10-30% ethyl acetate in petrol as eluant. Concentration of fractions containing product and trituration with further petrol gave the desired product as a white solid (6.9 Ig, 69%)1H NMR(CDCl3) delta 7.87 (IH, s), 7.72 (2H5 d, J 8.21), 6.7 (IH, d, J 8.2Hz), 4.57 (2H, br s), 1.31 (12H, s)LC-MS rt 2.84m/z 244 ES+
69% With potassium acetate;dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; In N,N-dimethyl-formamide; at 80℃; for 4h; A mixture of Pd Cl2 (dppf) (3.35 g), potassium acetate (12.07 g) and bis(pinacolato)boron (12.48 g) in dry DMF (80 ml) was treated with Intermediate 1 (10 <n="28"/>g) and heated to 80 for 4 h. The cooled mixture was partitioned between water (400 ml) and DCM (400 ml). The aqueous phase was further extracted with DCM (2 x 100 ml) and the combined organic phases dried and concentrated. The residue was purified by chromatography on silica gel (90 g, MPLC) with 10-30 % EtOAc in petrol as eluant. Concentration of fractions containing product and trituration with further petrol gave the desired product as a white solid (6.91 g, 69 %)1H NMR(CDCl3) delta 7.87 (IH5 s), 7.72 (2H, d, J 8.21), 6.7 (IH, d, J 8.2Hz), 4.57 (2H, br s), 1.31 (12H, s); LC-MS rt 2.84 m/z 244 ES+.
 

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