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Chemical Structure| 695226-47-2 Chemical Structure| 695226-47-2

Structure of 695226-47-2

Chemical Structure| 695226-47-2

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Product Details of [ 695226-47-2 ]

CAS No. :695226-47-2
Formula : C11H12BrNO
M.W : 254.12
SMILES Code : O=C1N(CC2=CC=C(Br)C=C2)CCC1
MDL No. :MFCD14659427

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Application In Synthesis of [ 695226-47-2 ]

* 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 [ 695226-47-2 ]

[ 695226-47-2 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 695226-47-2 ]
  • [ 163520-14-7 ]
  • [ 695226-48-3 ]
YieldReaction ConditionsOperation in experiment
84% With sodium hydroxide;tetrakis(triphenylphosphine) palladium(0); In ethanol; toluene; for 2h;Heating / reflux; 5-ISO-BUTYL-2- (N-TERT-BUTYLAMINOSULFONYL) thiophene-3-boronic acid (200 mg, 0.626 mmol; see step (c) above), 1- (4-BROMOBENZYL) pyrrolidin-2-one (106 mg, 0.418 mmol; see step (d) above), toluene (20 mL), ethanol (1.5 mL), NAOH (2.5 mL, l. OM, 2.5 mmol) and Pd (PPH3) 4 (15 mg, 13 PMOL) were mixed together under N2. The mixture was warmed to reflux for 2 hours, diluted with EtOAc (50 mL), washed with water and then brine, and dried over MgS04. The solvent was evaporated and the residue was purified by flash chromatography using hexane: acetone (2: 1) as eluent to give the sub-title compound in 84% yield (157 mg, 0. 350 MMOL). MS (ESI+) m/z: 449.4 (M+) IH NMR (CDC13, 270 MHz): 8 7.60 (d, J= 8. 1 Hz, 2H), 7.33 (d, J= 8.1 Hz, 2H), 6.74 (s, 1H), 4.50 (s, 2H), 3.31 (t, J= 7.3 Hz, 2H), 2.69 (d, J= 7.1 Hz, 2H), 2.50 (t, J= 8.4 Hz, 2H), 2.05 (m, 2H), 1.91 (m, 1H), 0.98 (s, 9H), 0.96 (d, J= 6.9 Hz, 6H) 3C NMR (CDC13,67. 5 MHz): 6 175.2, 148.4, 142.6, 136.8, 134.3, 132.2, 129.4, 128.9, 128.1, 54.5, 46.8, 46.3, 39.1, 30.8, 30.5, 29.4, 22.1, 17.7 IR (neat): 3281,2955, 1686,1465 CNI 1 Anal. Calcd FOR C23H32N203S2 : C, 61.57 ; H, 7.19 ; N, 6.24. Found: C, 61.7 ; H, 7.1 ; N, 6.0
 

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