Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 875395Generated: October 31, 2026

Cesium carbonate → N-(2-methyl-1H-pyrrolo[2,3-c]pyridin-7-yl)cyclopropanecarboxamide

https://huagongshe.com/reaction/875395

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantCyclopropanecarboxamideHCID 80376—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Reactant7-Chloro-2-methyl-1H-pyrrolo[2,3-C]pyridineHCID 11542838—
CatalystTris(dibenzylideneacetone) dipalladiumHCID 9832798—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductN-(2-methyl-1H-pyrrolo[2,3-c]pyridin-7-yl)cyclopropanecarboxamideHCID 7106149640%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of 7-chloro-2-methyl-1H-pyrrolo[2,3-c]pyridine (1.1 g, 06 mmol) in toluene were added tris (dibenzylidene acetone) dipalladium (302 mg, 0.3 mmol), Xantphos (0.286 g, 0.49 mmol), cesium carbonate (4.3 g, 13.2 mmol), and cyclopropanecarboxamide (0.842 g, 9 mmol). The resulting reaction mixture was heated to 110° C. and stirred for about 4 hours. The reaction mixture cooled to room temperature diluted with water and extracted with ethyl acetate. The combined organic layer was dried over anhydrous sodium sulfate, filtered and concentrated. The crude product was purified by silica gel (100-200) column chromatography to afford N-(2-methyl-1H-pyrrolo[2,3-c]pyridin-7-yl)cyclopropanecarboxamide (0.45 g, 40% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08980911B2
Source datasetuspto-grants-2015_03
ORD IDord-02d4c7fa571145b794e997557213c713
Source noteuspto-grants-2015_03