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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 269960Generated: November 3, 2026

Methyl iodide → HCID 69314233, compound

https://huagongshe.com/reaction/269960

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 69312818HCID 69312818—
SolventTetrahydrofuranHCID 8028—
ProductHCID 69314233HCID 6931423391.1%

Reaction Steps

To a suspension of NaH (80% in oil, 0.0190 g, 0.633 mmol) in dry THF (1 mL), was added a solution of 8-fluoro-1,3,4,5-tetrahydropyrido[4,3-b]indole-2-carboxylic acid tert-butyl ester (0.114 g, 0.393 mmol) in THF (4 mL) via cannula. The reaction mixture was allowed to stir at room temperature for 5 min and then iodomethane (0.098 mL, 1.57 mmol) was added. The resulting mixture was stirred for 2 h and then it was quenched with saturated aqueous ammonium chloride and extracted with ethyl acetate. The organic phase was separated, dried (MgSO4), filtered and concentrated to dryness to give the title compound (0.109 g, 91%) as a yellow oil which was used without further purification. LCMS: m/e 305 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07449476B2
Source datasetuspto-grants-2008_11
ORD IDord-2b064108f0be4396b43b990b2a499251
Source noteuspto-grants-2008_11