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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 402501Generated: October 30, 2026

Methyl iodide → HCID 67209277, compound

https://huagongshe.com/reaction/402501

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 67209396HCID 67209396—
SolventDimethylformamideHCID 6228—
ProductHCID 67209277HCID 6720927794%

Reaction Steps

NaH (15 mg, 0.38 mmol) was added to a stirred solution of 6-methoxy-3-phenyl-4-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine (73 mg, 0.25 mmol) in DMF (3 ml) and the resulting mixture was stirred for 30 min. Then methyl iodide (0.06 ml, 0.99 mmol) was added and the mixture was stirred for additional 1 h. To the mixture saturated aqueous NH4Cl solution was added and the solution was extracted with EtOAc. The organic layer was washed with water and brine, filtered and dried over anhydrous sodium sulfate. The organic layer was concentrated under reduced pressure. The crude product was purified by flash column chromatography (2% EtOAc in hexane) to yield the title compound (72 mg, 94%). [LCMS RtC=0.93 min; [M+H]+=307.0]

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08742106B2
Source datasetuspto-grants-2014_06
ORD IDord-578508d6919f46c69a5c1b7a673d0145
Source noteuspto-grants-2014_06