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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1775300Generated: November 2, 2026

1,3-Diiodo-5,5-dimethylimidazolidine-2,4-dione → tert-butyl N-[2-[2-chloro-6-(diethoxymethyl)-5-iodo-pyrrolo[2,3-d]pyrimidin-7-yl]ethyl]carbamate

https://huagongshe.com/reaction/1775300

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Diiodo-5,5-dimethylimidazolidine-2,4-dioneHCID 200534—
ReactantSodium BicarbonateHCID 516892—
ReactantTert-butyl 2-(2-chloro-6-(diethoxymethyl)-7h-pyrrolo[2,3-d]pyrimidin-7-yl)ethylcarbamateHCID 87428127—
SolventAcetonitrileHCID 6342—
Producttert-butyl N-[2-[2-chloro-6-(diethoxymethyl)-5-iodo-pyrrolo[2,3-d]pyrimidin-7-yl]ethyl]carbamateHCID 8982512322.9%

Reaction Steps

To 0.1 g (0.00025 mole) of tert-butyl N-[2-[2-chloro-6-(diethoxymethyl)pyrrolo[2,3-d]pyrimidin-7-yl]ethyl]carbamate in acetonitrile (2 mL) was added 1,3-Diiodo-5,5-dimethylhydantoin (95 mg, 1 eq), and solid NaHCO3 (63 mg, 3 eq). Stir at room temperature for 16 hrs. Filter, concentrate and then column with hexane/ethylacetate (0-50%) to afford tert-butyl N-[2-[2-chloro-6-(diethoxymethyl)-5-iodo-pyrrolo[2,3-d]pyrimidin-7-yl]ethyl]carbamate as a pale yellow solid 0.03 g. LCMS (ESI) 525 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260442B2
Source datasetuspto-grants-2016_02
ORD IDord-c18c1dddf20b412989a57a3f953abd9f
Source noteuspto-grants-2016_02