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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 906006Generated: October 29, 2026

N-Iodosuccinimide → 1-cyclohexyl-3-[7-iodo-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-urea

https://huagongshe.com/reaction/906006

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-IodosuccinimideHCID 120273—
Reactant1-cyclohexyl-3-[5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-ureaHCID 67385815—
SolventAcetoneHCID 180—
Product1-cyclohexyl-3-[7-iodo-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-ureaHCID 6738599745%

Reaction Steps

The mixture of 1-Cyclohexyl-3-[5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-urea (2.67 g) and NIS (742 mg, 3.30 mmol) in 12 mL of acetone was stirred at RT for 4 hr, filtered, and washed with small amount of acetone. The solid was dried under high vacuum to give 701 mg of 1-cyclohexyl-3-[7-iodo-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-urea as an off-white solid (45% yield for 2 steps).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012974B2
Source datasetuspto-grants-2011_09
ORD IDord-963f38c86e03413cbd326fdcb2a1dfdc
Source noteuspto-grants-2011_09