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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2378979Generated: November 2, 2026

Trimethylsilyl iodide → HCID 59006343, compound

https://huagongshe.com/reaction/2378979

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyl iodideHCID 85247—
ReactantHCID 59006361HCID 59006361—
SolventDichloromethaneHCID 6344—
ProductHCID 59006343HCID 5900634394%

Reaction Conditions

Temperature60 °C

Reaction Steps

To tert-butyl 4-(5-methoxy-1-methyl-1H-pyrrolo [3,2-b]pyridin-6-yl)piperidine-1-carboxylate (104 mg, 0.301 mmol) in CH2Cl2 (3 mL) was added TMS-I (123 μl, 0.903 mmol) at rt. The resulting brown solution was stirred at 60° C. over night. Partial of the solvent was removed on rotary vacuo, the residue was purified on reverse phase PrepHPLC to afford the expected product, 1-methyl-6-(piperidin-4-yl)-1H-pyrrolo[3,2-b]pyridin-5(4H)-one (65 mg, 94%). 1H-NMR (400 MHz, MeOD) δ ppm 2.05 (s, 3 H) 2.13 (s, 3 H) 3.20 (s, 4 H) 3.55 (s, 3 H) 6.25 (s, 1 H) 7.35 (s, 1 H) 8.01 (s, 1 H); Mass spec 232.19 Calc for C13H17N3O 231.14.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07470680B2
Source datasetuspto-grants-2008_12
ORD IDord-175bd98b3e3e47a1a3f5507f7ccb0fa6
Source noteuspto-grants-2008_12