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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 629207Generated: October 30, 2026

2,2-Dimethylsuccinic anhydride → HCID 57516716, compound

https://huagongshe.com/reaction/629207

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2-Dimethylsuccinic anhydrideHCID 87067—
Reactant2-Pyridinamine, 5-iodo-HCID 88579—
SolventDimethylformamideHCID 6228—
ProductHCID 57516716HCID 5751671686.6%

Reaction Conditions

Temperature150 °C

Reaction Steps

5-iodopyridin-2-amine (1 g, 4.55 mmol) was dissolved in DMF (5 ml) and 3,3-dimethyldihydrofuran-2,5-dione (1.28 g, 10.0 mmol, 2.2 equiv.) was added at room temperature. The mixture was stirred for 3 hr at 150° C. The reaction mixture was evaporated to dryness and loaded directly to a silica gel column. The crude material was purified by flash chromatography on silica gel (20 gr, ethyl acetate/heptane gradient, 0:100 to 100:0). The desired 1-(5-iodopyridin-2-yl)-3,3-dimethylpyrrolidine-2,5-dione (1.3 g, 3.94 mmol, 86.6% yield) was obtained as a yellow solid, MS: m/e=331.0 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315498B2
Source datasetuspto-grants-2016_04
ORD IDord-57f0af45d9ea497d8645ffb3973d5ccb
Source noteuspto-grants-2016_04