1243657-78-4

Basic information

• Product Name: (E)-3-((1-methyl-1H-indol-3-yl)methylene)-1H-pyrrolo[3,2-b]pyridin-2(3H)-one
• CAS NO: 1243657-78-4
• Molecular Weight: 275.31
• Mol File: 1243657-78-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (E)-3-((1-methyl-1H-indol-3-yl)methylene)-1H-pyrrolo[3,2-b]pyridin-2(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-((1-methyl-1H-indol-3-yl)methylene)-1H-pyrrolo[3,2-b]pyridin-2(3H)-one(1243657-78-4)
• EPA Substance Registry System: (E)-3-((1-methyl-1H-indol-3-yl)methylene)-1H-pyrrolo[3,2-b]pyridin-2(3H)-one(1243657-78-4)

Safety Data

• Hazardous Substances Data: 1243657-78-4(Hazardous Substances Data)

Upstream product

• 19012-03-4 N-methyl-3-formylindole 
• 1243657-75-1 diethyl 2-(2-bromopyridin-3-ylamino)-2-oxoethylphosphonate 

Relevant articles and documents

Tandem Horner-Wadsworth-Emmons/Heck procedures for the preparation of 3-alkenyl-oxindoles: The synthesis of Semaxanib and GW441756

A tandem sequence involving Horner-Wadsworth-Emmons (HWE) olefination followed by a palladium-catalysed intramolecular Heck reaction has been developed to provide rapid access to 3-alkenyl-oxindoles from α-halo-anilides. This one-pot microwave accelerated process proceeds with catalytic palladium(II) acetate or tetrakis(triphenylphosphine)palladium, and has been used to prepare a range of adducts derived from aromatic, heteroaromatic and aliphatic aldehydes. The procedures can be used to prepare N-unprotected oxindoles directly and the applicability of the process has been established by carrying out one-pot syntheses of Semaxanib, an angiogenesis signalling inhibitor, and GW441756, an aza-oxindole Trk A inhibitor.