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Chemical Structure| 7254-19-5
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Product Details of 5-Bromo-1H-indole-2-carboxylic acid

CAS No. :7254-19-5
Formula : C9H6BrNO2
M.W : 240.05
SMILES Code : O=C(C(N1)=CC2=C1C=CC(Br)=C2)O
MDL No. :MFCD00022705
InChI Key :YAULOOYNCJDPPU-UHFFFAOYSA-N
Pubchem ID :252137

Safety of 5-Bromo-1H-indole-2-carboxylic acid

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

Application In Synthesis of 5-Bromo-1H-indole-2-carboxylic acid

* 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 [ 7254-19-5 ]

[ 7254-19-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 7254-19-5 ]
  • [ 20358-03-6 ]
  • 5-bromo-N-(5-bromo-1,3-benzothiazol-2-yl)-1H-indole-2-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
2% With N-ethyl-N,N-diisopropylamine; HATU; In 1-methyl-pyrrolidin-2-one; at 20℃; for 48h; To a mixture of 5-bromo-1H-indole-2-carboxylic acid (264 mg, 1.10 mmol, 1.0 eq.) and HATU (500 mg, 1.32 mmol, 1.2 eq.) in NMP (30 mL) were added<strong>[20358-03-6]5-bromo-1,3-benzothiazol-2-amine</strong> (250 mg, 1.10 mmol, 1.0 eq.) andDIPEA (0.38 mL, 2.18 mmol, 2.0 eq.).The reaction mixture was stirred at room temperature during 48 hours, then quenched with water and extracted with ethyl acetate. The organic layer was dried over Na2SO4, the solvent evaporated under reduced pressure and the residue purified by silica gel flash-column chromatography (eluent: heptane/EtOAc, 90/10 to 70/30) to afford26das a pale green solid (8 mg, 2 percent).1H NMR(DMSO-d6, 400 MHz):d(ppm): 7.39 (1H, dd, J6-7= 8.8Hz, J6-4=1.4Hz, H6), 7.45 (1H, d, J7-6= 8.8Hz, H7), 7.29 (1H, t, J5-4=J5-6=7.6Hz, H5), 7.51 (1H, dd, J6?-7?= 8.8Hz, J6?-4?= 1.4Hz, H6?), 7.72 (1H, s, H3), 7.95 (1H, s, H4), 7.99 (1H, s, H4?), 8.01 (1H, d, J7?-6?= 8.8Hz, H7?), 12.21 (1H, s, indolic H), 13.17 (1H, s, amide H).13C NMR (DMSO-d6, 100 MHz):d(ppm): 106.5 (C3), 113.2 (C5), 115.1, 119.4 (C5?), 124.1 (C7?), 124.9, 126.7 (C6?), 127.9, 129.1 (C3a), 136.6 (C7a).HRMS calcd for C16H879Br81BrN3OS: m/z = 449.8734, found: 449.8657.
 

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