Identification | Back Directory | [Name]
TERT-BUTYL 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-INDAZOLE-1-CARBOXYLATE | [CAS]
864771-44-8 | [Synonyms]
2-(1-Bo 864771-44-8 1-Boc-indazole-5-boronic acid pinacol ester 1-Boc-indazolyl-5-boronic Acid Pinacol Ester 1-Boc-1H-indalzole-5-boronic acid picol ester 1-Boc-1H-indalzole-5-boronic acid pinacol ester 1H-Indazole-5-boronic acid pinacol ester, N1-BOC protected 1-(tert-Butoxycarbonyl)indazolyl-5-boronic Acid Pinacol Ester 1-Boc-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)indazole 1-(tert-Butoxycarbonyl)-1H-indazole-5-boronic acid pinacol ester 1-Boc-5-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole tert-butyl 5-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole-1-carboxylate 2-(1-tert-Butoxycarbonyl-5-indazolyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 1-Boc-5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)indazole, contains isomer tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1h-indole-1-carboxyla 1-(tert-Butoxycarbonyl)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)indazole tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indazole-1-carboxylate tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole-1-carboxylate tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole-1-carboxylate 5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-
indazole-1-carboxylic acid tert-butyl ester 1H-Indazole-1-carboxylicacid,5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-,1,1-diMethylethylester tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole-1-carboxylate, 1-(tert-Butoxycarbonyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole | [Molecular Formula]
C18H25BN2O4 | [MDL Number]
MFCD08437629 | [MOL File]
864771-44-8.mol | [Molecular Weight]
344.213 |
Chemical Properties | Back Directory | [Melting point ]
110 °C | [Boiling point ]
461.4±37.0 °C(Predicted) | [density ]
1.13±0.1 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [form ]
solid | [pka]
-1.48±0.30(Predicted) | [Appearance]
White to off-white Solid |
Hazard Information | Back Directory | [Synthesis]
Tert-butyl 5-bromo-1H-indazole-1-carboxylate (10.1 mmol) and pinacol ester of bisboronic acid (11.1 mmol) were used as raw materials for the reaction catalyzed by palladium(II) acetate (1.01 mmol) and dichloro[1,1'-bis(diphenylphosphino)ferrocene]palladium(II) (1.01 mmol) with the addition of potassium acetate (30.3 mmol) in triethylamine ( 1.5 mL) solution of potassium acetate (30.3 mmol) and 1,4-dioxane (60 mL) as a solvent, and the reaction was carried out at 110 °C overnight. After completion of the reaction, the mixture was concentrated under reduced pressure and the residue was purified by fast column chromatography (eluent: 5% ethyl acetate/petroleum ether) to afford the target product 1-tert-butoxycarbonylindazole-5-boronic acid pinacol ester as a yellow solid in 74% yield. | [References]
[1] Patent: WO2011/66211, 2011, A1. Location in patent: Page/Page column 69-70 [2] Organic Letters, 2009, vol. 11, # 13, p. 2860 - 2863 [3] Patent: WO2010/59943, 2010, A2. Location in patent: Page/Page column 83; 84 [4] Patent: WO2006/86705, 2006, A1. Location in patent: Page/Page column 89 [5] Patent: US2008/153813, 2008, A1. Location in patent: Page/Page column 22 |
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