Ethanone, 1-(1H-pyrrolo[3,2-b]pyridin-5-yl)- synthesis

1synthesis methods

Product Name:Ethanone, 1-(1H-pyrrolo[3,2-b]pyridin-5-yl)-
CAS Number:1445856-03-0
Molecular formula:C9H8N2O
Molecular Weight:160.17

5-Chloro-pyrrolo[3,2-b]pyridine-1-carboxylic acid tert-butyl ester

1207625-34-0
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Ethanone, 1-(1H-pyrrolo[3,2-b]pyridin-5-yl)-

1445856-03-0
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Yield:1445856-03-0 64%

Reaction Conditions:

Stage #1: tert-butyl 5-chloro-1H-pyrrolo[3,2-b]pyridine-1-carboxylate;tributyl(1-ethoxyvinyl)stannanewith tetrakis(triphenylphosphine) palladium⁽⁰⁾ in N,N-dimethyl-formamide at 100;Sealed tube;Stille Cross Coupling;
Stage #2: with hydrogenchloride in tetrahydrofuran at 20;

References:

Lee, Wendy;Crawford, James J.;Aliagas, Ignacio;Murray, Lesley J.;Tay, Suzanne;Wang, Weiru;Heise, Christopher E.;Hoeflich, Klaus P.;La, Hank;Mathieu, Simon;Mintzer, Robert;Ramaswamy, Sreemathy;Rouge, Lionel;Rudolph, Joachim [Bioorganic and Medicinal Chemistry Letters,2016,vol. 26,# 15,p. 3518 - 3524]