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Chemical Structure| 705264-93-3 Chemical Structure| 705264-93-3

Structure of 705264-93-3

Chemical Structure| 705264-93-3

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Product Details of [ 705264-93-3 ]

CAS No. :705264-93-3
Formula : C8H7BrN2O
M.W : 227.06
SMILES Code : OCC1=NNC2=C1C=C(Br)C=C2

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Application In Synthesis of [ 705264-93-3 ]

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  • Downstream synthetic route of [ 705264-93-3 ]

[ 705264-93-3 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 1081-04-5 ]
  • [ 705264-93-3 ]
YieldReaction ConditionsOperation in experiment
100% With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at -78 - 0℃; for 3.3h; Step 1 <strong>[1081-04-5]Ethyl 5-bromo-1H-indazole-3-carboxylate</strong> (16.44 g, 61.09 mmol) prepared according to a known method [J. Am. Chem. Soc., volume 74, page 2009 (1952)] was dissolved in tetrahydrofuran (610 mL), a toluene solution of 1.0 mol/L diisobutyl aluminum hydride (305 mL, 305 mmol) was added over 20 minutes period under nitrogen stream at -78 C and temperature thereof was gradually raised up to 0 C while stirring, followed by further stirring for 3 hours. To the reaction solution was added sodium sulfate decahydrate (98.23 g, 304.9 mmol). This was stirred for one night, the mixture was dried over anhydrous sodium sulfate and filtered through Celite, and the filtrate was concentrated in vacuo to give 5-bromo-3-hydroxymethyl-1H-indazole (13.81 g, quantitatively).Rf = 0.5 (chloroform/methanol = 9/1) 1H-NMR (270 MHz, DMSO-d6)delta; 5.04 (d, J = 5.9 Hz, 2H), 5.76 (t, J = 5.9 Hz, 1H), 7.67-7.74 (m, 2H), 8.30 (s, 1H).
 

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