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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2250428Generated: October 30, 2026

Pyruvic Acid → 1H-Pyrrolo[2,3-b]pyridine-2,5-dicarboxylic acid, 5-Methyl ester

https://huagongshe.com/reaction/2250428

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyruvic AcidHCID 1060—
ReactantTriethylamineHCID 8471—
ReactantTriphenylphosphineHCID 11776—
ReactantMethyl 6-amino-5-iodopyridine-3-carboxylateHCID 15350913—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
Product1H-Pyrrolo[2,3-b]pyridine-2,5-dicarboxylic acid, 5-Methyl esterHCID 69228517—

Reaction Steps

A solution of 5.6 g 6-Amino-5-iodo-nicotinic acid methyl ester, 5.3 g 2-Oxo-propionic acid, 11.1 g NEt3, 4.2 g Triphenylphosphine and 1.1 g Pd(OAc)2 in 100 mL DMF was heated under argon to 100° C. After 10 h the reaction mixture was concentrated under reduced pressure and the residue was strirred with 250 mL water for 1 h. The precipitated product was collected by filtration and washed with water. The crude product was subjected to the next reaction step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07317027B2
Source datasetuspto-grants-2008_01
ORD IDord-f07b6e0ac14f400d84a4f472d1b96af8
Source noteuspto-grants-2008_01