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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 575851Generated: November 1, 2026

Methyl iodide → HCID 14732816, compound

https://huagongshe.com/reaction/575851

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant2,5,6,7-Tetrahydro-1H-cyclopenta[c]pyridin-1-oneHCID 14732815—
SolventDimethylformamideHCID 6228—
ProductHCID 14732816HCID 1473281667%

Reaction Conditions

Temperature0 °C

Reaction Steps

The title compound of step 5 (260 mg, 1.93 mmol) was dissolved in DMF (5 mL) and cooled to 0° C. NaH (94 mg, 2.31 mmol) was added and the mixture was stirred for 30 min. Methyl iodide (146 μL, 2.31 mmol) was added and the mixture stirred at rt for 2 h. The volatile components were removed under vacuum and silica gel chromatography (PE/EtOAc=1:1) gave the title compound (192.6 mg, 67%) as a brown oil. 1H NMR (CD3Cl, 300 MHz): δ 7.13 (d, J=6.6 Hz, 1H), 6.13 (d, J=6.6 Hz, 1H), 3.53 (s, 3H), 2.79-2.85 (m, 4H), 2.01-2.11 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09034900B2
Source datasetuspto-grants-2015_05
ORD IDord-e7f450bfba26452db03edc93f70abdf0
Source noteuspto-grants-2015_05