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ChemicalBook CAS DataBase List tert-butyl 6-nitro-1H-indazole-1-carboxylate
219503-74-9

tert-butyl 6-nitro-1H-indazole-1-carboxylate synthesis

1synthesis methods
24424-99-5 Synthesis
Di-tert-butyl dicarbonate

24424-99-5
832 suppliers
$13.50/25G

7597-18-4 Synthesis
6-Nitroindazole

7597-18-4
296 suppliers
$17.00/25g

tert-butyl 6-nitro-1H-indazole-1-carboxylate

219503-74-9
21 suppliers
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Yield:219503-74-9 99%

Reaction Conditions:

Stage #1: 6-nitroindazolewith sodium hydrogencarbonate in tetrahydrofuran at 0; for 0.5 h;
Stage #2: di-tert-butyl dicarbonate in tetrahydrofuran at 20; for 2 h;

Steps:

4.1.4. General procedure for Boc-protection

General procedure: Procedure C: NaHCO3 (3.3 equiv) was added to the solution of the amine (1 equiv) at 0°C, stirred for 30 min, and then di-tert-butyl dicarbonate (1.1 equiv) was added to the reaction mixture. The reaction was continued at room temperature for 2 h and then diluted with ethyl acetate. It was washed with H2O and then with brine. Finally, it was dried over MgSO4, concentrated, and purified by column chromatography to give the desired product.

References:

Lee, Jeewoo;Tran, Phuong-Thao;Hoang, Van-Hai;Thorat, Shivaji A.;Kim, Sung Eun;Ann, Jihyae;Chang, Yu Jin;Nam, Dong Woo;Song, Hyundong;Mook-Jung, Inhee;Lee, Jiyoun [Bioorganic and Medicinal Chemistry,2013,vol. 21,# 13,p. 3821 - 3830]