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ChemicalBook CAS DataBase List TERT-BUTYL 3-FORMYL-1H-INDOLE-1-CARBOXYLATE

TERT-BUTYL 3-FORMYL-1H-INDOLE-1-CARBOXYLATE synthesis

10synthesis methods
5470-70-2 Synthesis
Methyl 6-methylnicotinate

5470-70-2
509 suppliers
$5.00/5g

24424-99-5 Synthesis
Di-tert-butyl dicarbonate

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

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Yield: 8.04 g

Reaction Conditions:

with dmap;triethylamine in dichloromethane at 20; for 1 h;

Steps:

23 Synthesis of (5-bromo-2-pyridyl)-(1-methylindol-3-yl)methanone (Intermediate 33)
Method 23
Synthesis of (5-bromo-2-pyridyl)-(1-methylindol-3-yl)methanone (Intermediate 33)
To a solution of R-8 (5.00 g, 34.45 mmol), DMAP (0.42 g, 3.44 mmol) and triethylamine (9.6 mL, 68.89 mmol) in DCM (300 mL) is added di-tert-butyl dicarbonate (8.27 g, 37.89 mmol) and the resultant solution stirred at room temperature for 1 h.
The solution is washed with saturated aqueous NH4Cl and brine then dried over anhydrous Na2SO4.
The solvent is removed in vacuo to give I-29 (8.04 g).

References:

BARTOLOZZI, Alessandra;CHEN, Zhidong;DINES, Jonathon Alan;LO, Ho Yin;LOKE, Pui Leng;OLAGUE, Alan;RIETHER, Doris;TYE, Heather;WU, Lifen;ZINDELL, Renee M. US2013/196967, 2013, A1 Location in patent:Paragraph 0224; 0225

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