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Chemical Structure| 664982-01-8

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Product Details of [ 664982-01-8 ]

CAS No. :664982-01-8
Formula : C14H11IN2O2S
M.W : 398.22
SMILES Code : O=S(N1C=C(I)C2=CC=CN=C21)(C3=CC=C(C)C=C3)=O

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* 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.

  • Upstream synthesis route of [ 664982-01-8 ]

[ 664982-01-8 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 664982-01-8 ]
  • [ 882562-39-2 ]
YieldReaction ConditionsOperation in experiment
22%
Stage #1: With n-butyllithium In tetrahydrofuran at -78℃; for 0.5 h;
Stage #2: With Triisopropyl borate In tetrahydrofuran at -78℃; for 1 h;
To a solution of 3-iodo-l-[(4-methylphenyl)sulfonyl]-lH-pyrrolo[2,3-δ]pyridine (CAS 664982-01-8) (2.0 g) in anhydrous THF (40 ml) at -78°C under nitrogen was added n-BuLi (2.5M in hexane, 3.0 ml). The mixture was stirred for 30 min at -78°C and triisopropyl borate (1.75 ml) was added. The mixture was stirred at -78°C for 1 hour, quenched with 2N HCl (10 ml) and allowed to warm to room temperature. The pH of the mixture was adjusted to pH 6-7 with IN NaOH solution, saturated with NaCl and extracted with EtOAc (2 x 100 ml). The combined organic layers were dried over Na2SO4, filtered and the solvent removed in vacuo. Trituration of the residue in Et2O yielded the title compound as a yellow solid (350 mg, 22percent). LCMS 317.1 [M+H]+, RT 2.97 min. 1H NMR 300 MHz (d6-DMSO) 8.40 (1H, s), 8.35-8.30 (1H, m), 8.25 (1H, d), 8.00 (2H, d), 7.45 (2H, d), 7.25 (1H, q), 2.35 (3H, s).
References: [1] Patent: WO2006/38001, 2006, A1, . Location in patent: Page/Page column 39.
 

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