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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1069148Generated: October 29, 2026

Potassium Carbonate → HCID 21895242, compound

https://huagongshe.com/reaction/1069148

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-[1-methyl-2-[(methylsulfonyl)oxy]propyl]-1H-isoindole-1,3(2H)-dioneHCID 21895272—
ReactantHCID 21895281HCID 21895281—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
ProductHCID 21895242HCID 2189524265.9%

Reaction Steps

A solution of 4.23 g (14.2 mmol) of 2-[1-methyl-2-[(methylsulfonyl)oxy]propyl]-1H-isoindole-1,3(2H)-dione, 2.05 g (14.2 mmol) of 4-chloro-5-methyl-1H-pyrrole-2-carbonitrile and 2.35 g (14.2 mmol) of K2CO3 in 60 mL DMF was heated at 60° C. overnight. The mixture was diluted with ether and washed 4 times with water. Drying (MgSO4) and removal of solvent gave an oil which was chromatographed on silica gel (15% ethyl acetate in hexanes) to give 3.2 g of 4-chloro-1-[3-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)butyl]-5-methyl-1H-pyrrole-2-carbonitrile as a solid, 1NMR (CDCl3) δ 1.5 (d, 3H) 2.2 (s, 3H and m, 1H), 2.7 (m, 1H), 3.9 (m, 1H), 4.05 (m, 1H), 4.4 (m, 1H), 6.6 (s, 1H), 7.85 (m, 2H), 7.9 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06251947B1
Source datasetuspto-grants-2001_06
ORD IDord-3619d6ce288f44ca950691bf413f9349
Source noteuspto-grants-2001_06