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ChemicalBook CAS DataBase List tert-Butyl 4-broMo-1H-pyrrolo[2,3-c]pyridine-1-carboxylate
850892-97-6

tert-Butyl 4-broMo-1H-pyrrolo[2,3-c]pyridine-1-carboxylate synthesis

8synthesis methods
24424-99-5 Synthesis
Di-tert-butyl dicarbonate

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

69872-17-9 Synthesis
4-bromo-1H-pyrrolo[2,3-c]pyridine

69872-17-9
171 suppliers
$18.00/100mg

tert-Butyl 4-broMo-1H-pyrrolo[2,3-c]pyridine-1-carboxylate

850892-97-6
16 suppliers
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Yield:850892-97-6 93%

Reaction Conditions:

with pyridine in dichloromethane at 20; for 3 h;Inert atmosphere;

Steps:

Intermediate 136: te,butvI 4-bromo-1H-pyrrolor2,3-clpyridine-1-ca rboxvlate

To a solution of pyridine (1.210 mL, 14.96 mmol) in dichloromethane (5mL) under nitrogen was added 4-bromo-1H-pyrrolo[2,3-c]pyridine (2.68 g, 13.60 mmol) (commercially available from Aldrich) anddi-ter1butyl dicarbonate (3.27 g, 14.96 mmol). The reaction mixture was stirred at room temperature for 3 hours. 5mL of 2M HCI was added and the organic phase was separated. The aqueous phase was exctracted with further portions of DCM (2 x 5mL). The combined organic phases were dried by filtering through a hydrophobic frit and then concentrated in vacuo to give ter1butyl 4-bromo-1H- pyrrolo[2,3-c]pyridine-1-carboxylate (4.19 g, 12.69 mmol, 93 % yield)LCMS (2 mins Formic) Peak Rt = 1.15 minutes, m/z= 297, 299 for [MH]

References:

WO2017/202742,2017,A1 Location in patent:Page/Page column 101

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