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Chemical Structure| 284660-89-5 Chemical Structure| 284660-89-5

Structure of 284660-89-5

Chemical Structure| 284660-89-5

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Product Details of [ 284660-89-5 ]

CAS No. :284660-89-5
Formula : C16H20BNO4
M.W : 301.15
SMILES Code : CC1(C)C(C)(C)OB(O1)C2=CC=C3NC(C(OC)=O)=CC3=C2
MDL No. :MFCD16996334
InChI Key :WTDMZZXKGOYEEN-UHFFFAOYSA-N
Pubchem ID :21014463

Safety of [ 284660-89-5 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319
Precautionary Statements:P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330

Application In Synthesis of [ 284660-89-5 ]

* 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.

  • Upstream synthesis route of [ 284660-89-5 ]
  • Downstream synthetic route of [ 284660-89-5 ]

[ 284660-89-5 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 284660-89-5 ]
  • [ 111-42-2 ]
  • [ 284660-86-2 ]
YieldReaction ConditionsOperation in experiment
13%
Stage #1: at 20℃;
Methyl 5-boronyl indole-2-carboxylate (4); 391.2 mg (1.3 mmol) methyl 5-methylindole-2-carboxylate, 4,4,5,5-tetramethyl-1,3,2-dioxaborolanemethyl (3) was dissolved in EtOAc. 0.25 ml (2.6 mmol) diethanolamine was added, and the reaction was stirred at room temperature overnight. The white ppt which formed was filtered and sonicated in 1 N HCl. The resulting white ppt was filtered, dissolved in MeOH, and concentrated in vacuo. Recovered 36.6 mg (13percent). HPLC Rf=13.912, 1H NMR (DMSO-d6): 3.85 (s, 3H), 7.15 s, (1H), 7.36 (d, J=8.4 Hz, 1H), 7.67 (d, J=8.4 Hz, 1H), 7.87 (s, 1H), 8.14 (s, 1H), 11.91 (s, 1H).
References: [1] Patent: US2008/4241, 2008, A1, . Location in patent: Page/Page column 140-141.
 

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