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Chemical Structure| 882678-96-8 Chemical Structure| 882678-96-8

Structure of 882678-96-8

Chemical Structure| 882678-96-8

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Product Details of [ 882678-96-8 ]

CAS No. :882678-96-8
Formula : C13H20BNO2
M.W : 233.11
SMILES Code : CC1=C(N)C=CC=C1B1OC(C)(C)C(C)(C)O1
MDL No. :MFCD11054038
InChI Key :JMKMGPGFYMANCA-UHFFFAOYSA-N
Pubchem ID :46738005

Safety of [ 882678-96-8 ]

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

Application In Synthesis of [ 882678-96-8 ]

* 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 [ 882678-96-8 ]

[ 882678-96-8 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 172681-47-9 ]
  • [ 73183-34-3 ]
  • [ 882678-96-8 ]
YieldReaction ConditionsOperation in experiment
With potassium acetate;dichloro[1,1'-bis(diphenylphosphino)ferrocene]palladium(II) chloride; In dimethyl sulfoxide; at 80℃; To a mixture of <strong>[172681-47-9]3-iodo-2-methylbenzenamine</strong> (4.45 g, 19.1 mmol, 1.0 equiv), bis(pinacolato)diboron (5.80 g, 22.91 mmol, 1.2 equiv), and potassium acetate (5.60 g, 57.3 mmol, 3.0 equiv) in DMSO (70 mL), was added dichloro[1,1'-bis(diphenylphosphino)ferrocene]palladium dichloromethane adduct (421 mg, 0.573 mmol, 0.03 equiv). The mixture was heated at 80 C. until the starting material was consumed. The solvent was removed in vacuo and the residue taken up in EtOAc (ca. 200 ml) and washed with water and brine. After drying with Na2SO4 and concentrating in vacuo, the residue was purified by silica gel chromatography (3:1 hexanes:EtOAc to 1:3 hexanes:EtOAc) to provide 2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine. MS (M+H+) 234; Calculated for C13H20BNO2: 233.2
  • 2
  • [ 14190-59-1 ]
  • [ 882678-96-8 ]
  • N-(2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)thiazole-2-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
36% To a solution of 2-methyl-3 -(4,4,5 ,5-tetramethyl- 1,3 ,2-dioxaborolan-2-yl)aniline (1.9 g, 8.15 mmol, CombiBlocks) in DCM (50 mL), DIEA (2.1 g, 16.3 mmol) and HATU (4.03 g, 10.6 mmol) were added at rt. After about 5 mi <strong>[14190-59-1]thiazole-2-carboxylic acid</strong> (1.9 g, 8.15 mmol) was added and the solution was stirred for about 3 h at rt. The reaction mixture was poured into water, extracted with DCM (100 ml. x 2) and the organic phase was washed with brine, dried with anhydrous Na2504 and concentrated under reduced pressure and the residue was purified by column chromatography on silica gel (eluted with Pet ether:EtOAc = 10:1 to 3:1) to provide N-(2-methyl-3-(4,4,5,5-tetramethyl- ],3,2-dioxaborolan-2-yl)phenyl)thiazole-2-carboxamide (1 g, 36percent): ?H NMR (CDC13) 3 9.07 (s, 1H), 8.16-8.14 (d, J= 8Hz, 1H), 7.87-7.86 (t, J= 3.2 Hz, 1H), 7.57-7.55 (m, 2H), 7.20-7.18 (m, 1H), 2.53 (s, 3H), 1.29 (s, 12H).
 

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