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Chemical Structure| 1006899-23-5 Chemical Structure| 1006899-23-5

Structure of 1006899-23-5

Chemical Structure| 1006899-23-5

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Product Details of [ 1006899-23-5 ]

CAS No. :1006899-23-5
Formula : C10H10N2
M.W : 158.20
SMILES Code : NC1=CC(C2CC2)=C(C=C1)C#N

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Application In Synthesis of [ 1006899-23-5 ]

* 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 [ 1006899-23-5 ]

[ 1006899-23-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 53312-82-6 ]
  • [ 411235-57-9 ]
  • [ 1006899-23-5 ]
YieldReaction ConditionsOperation in experiment
With potassium phosphate;bis-triphenylphosphine-palladium(II) chloride; In ethanol; water; toluene; at 80℃; for 19h; To a stirred mixture of <strong>[53312-82-6]4-amino-2-bromobenzonitrile</strong> (2.00 g, 10.2 mmol), cyclopropyl boronic acid (1,18 g, 13.7 mmol) and K3PO4 (3.23 g, 15.2 mmol) in the mixed solvents of EtOH/H2O/toluene (2 mL/2 mL/12 mL) under nitrogen was added PdCl2(PPh3)2 (0.72 g, 1.03 mmol). This mixture was heated at 800C for 19 h and cooled to room temperature. Next, the mixture was diluted with 150 mL of EtOAc and filtered through a pad of silica gel topped with a layer of celite. This pad was further rinsed with EtOAc (2 x 100 mL). The filtrate was washed with 25 mL of brine, dried over MgSO4, filtered and concentrated in vacuo to give the crude amine. The crude amine was purified by an ISCO auto flash chromatographer using 12O g silica gel column, eluted with hexanes/CH2Cl2 solvents in a 25 min 50% to 100% gradient elution to give 0.75 g of Preparation 4OA as a white solid in 47% yield. [00428] HPLC: 1.55 min (RT) (Chromolith SpeedROD column 4.6 x 50 mm, 10- 90% aqueous MeOH over 4 minutes containing 0.2% phosphoric acid, 4 mL/min, monitoring at 220 nm). MS (ES): m/z=159 [M+H]+. 1H NMR of 4-amino-2- cyclopropyl-benzonitrile (400 MHz, CDCl3) delta ppm 7.34 (d, J=8.31 Hz, 1 H) 6.44 (dd, J=8.31, 2.27 Hz, 1 H) 6.12 (d, J=2.01 Hz, 1 H) 4.01 (s, 2 H) 2.13-2.24 (m, 1 H) 1.02- 1.12 (m, 2 H) 0.68-0.76 (m, 2 H).
 

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