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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1159869Generated: November 1, 2026

Methyl iodide → HCID 86618265, compound

https://huagongshe.com/reaction/1159869

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 86618263HCID 86618263—
SolventAcetoneHCID 180—
SolventDichloromethaneHCID 6344—
ProductHCID 86618265HCID 86618265—

Reaction Conditions

Temperature65 °C

Reaction Steps

Crude 6-fluoro-5-hydroxy-1-(phenylsulfonyl)-1H-indole-4-carbaldehyde (85 mg, 266 μmol; Intermediate 96) was suspended in acetone (5 mL) and treated with K2CO3 (73.6 mg, 532 μmol) and MeI (49.7 μL, 798 μmol) and stirred in a sealed tube at 65° C. for 1 h 30 min. The reaction mixture was cooled to rt and diluted with CH2Cl2, washed with H2O, dried (Na2SO4) and the solvent removed in vacuo to give 6-fluoro-5-methoxy-1-(phenylsulfonyl)-1H-indole-4-carbaldehyde as an intense yellow, vitreous solid (72.3 mg), 65% pure according to LC/MS, which was directly used in the subsequent Grignard addition.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07812017B2
Source datasetuspto-grants-2010_10
ORD IDord-ebadf46c14f14066b6212822b37197b5
Source noteuspto-grants-2010_10