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Structure of 693803-17-7

Chemical Structure| 693803-17-7

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Product Details of [ 693803-17-7 ]

CAS No. :693803-17-7
Formula : C9H11BO4
M.W : 193.99
SMILES Code : OB(O)C1=CC=CC(CCC(O)=O)=C1
MDL No. :MFCD04115649
InChI Key :JJBQHOJBARDWRZ-UHFFFAOYSA-N
Pubchem ID :3856118

Safety of [ 693803-17-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H319
Precautionary Statements:P264-P270-P280-P301+P312+P330-P305+P351+P338-P337+P313-P501

Application In Synthesis of [ 693803-17-7 ]

* 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 [ 693803-17-7 ]

[ 693803-17-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 693803-17-7 ]
  • [ 77395-10-9 ]
  • 3-(3-(7-methyl-2,3-dioxoindolin-5-yl)phenyl)propanoic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
55% With potassium phosphate; tetrakis(triphenylphosphine) palladium(0); In water; at 85℃; for 4h;Inert atmosphere; Sealed tube; General procedure: Under a N2 atmosphere, a 25 mL flask was charged with the 5-bromoisatin derivative (1 equiv), 3-(3-boronophenyl)propanoicacid 27 (1.2 equiv), tetrakis(triphenylphosphine)palladium(0)(5 mol%) and DME (3 mL) or diglyme (3 mL), was sealed with arubber cap. The reaction mixture was degassed by flushing N2through a needle for 10 min, and was then heated in an oil bath at85 C. When the solid dissolved, a N2 degassed solution of potassiumphosphate (3 equiv) inwater (3 mL) was added to the reactionmixture and heating continued at 85 C for 4e6 h. After cooling toroom temperature, the solvent was concentrated under reducedpressure. A solution of HCl 2 M (15 mL) was added, and theresulting suspended solid was either collected by filtration orextracted with ethyl acetate (2 25 mL). The combined organiclayers were dried (MgSO4) and evaporated under reduced pressure.The combined residues were then dissolved in ethanol and weresubjected to PLC (10% methanol in CH2Cl2, 0.5% acetic acid) to yieldthe isatin-acid conjugates 34e37.2.5.4.2 3-(3-(7-Methyl-2,3-dioxoindolin-5-yl)phenyl)propanoic acid (35) Following the general procedure 3 using <strong>[77395-10-9]5-bromo-7-methylindoline-2,3-dione</strong> 20 (100 mg, 0.416 mmol), 3-(3-boronophenyl)propanoic acid 27 (96.8 mg, 0.499 mmol), tetrakis(triphenylphosphine)palladium(0) (24 mg, 0.021 mmol) and potassium phosphate (264.9 mg, 1.248 mmol) and heating for 4 h, the acid 35 was isolated as a red solid (70 mg, 55%), mp: 238-239 C; IR (cm-1): ν 3172 (m, NH), 2989 (m, OH), 1731 (s, C=O), 1696 (s, C=O). 1H NMR (acetone-d6), δ: 9.94 (s, NH), 7.81 (s, 1H, isatin_4 H), 7.66 (s, 1H, phenyl_2 H), 7.60 (s, 1H, isatin_6 H), 7.50 (d, J = 7.6 Hz, 1H, pheny_6 H), 7.40 (t, J = 7.6 Hz, 1H, phenyl_5 H), 7.29 (d, J = 7.6 Hz, 1H, phenyl_4 H), 3.03 (t, J = 7.3 Hz, 2H, COOH-CH2-CH2), 2.71 (t, J = 7.3 Hz, 2H, COOH-CH2-CH2), 2.41 (s, 3H, CH3).
 

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