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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 630449Generated: October 30, 2026

Trifluoroacetic acid → (3-(Methylsulfinyl)-1-(5-phenylpyrimidin-2-yl)-1H-indol-6-yl)(piperazin-1-yl)methanone

https://huagongshe.com/reaction/630449

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium BicarbonateHCID 516892—
Reactanttert-Butyl 4-(3-(methylsulfinyl)-1-(5-phenylpyrimidin-2-yl)-1H-indole-6-carbonyl)piperazine-1-carboxylateHCID 131735391—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product(3-(Methylsulfinyl)-1-(5-phenylpyrimidin-2-yl)-1H-indol-6-yl)(piperazin-1-yl)methanoneHCID 118666184—

Reaction Steps

TFA (0.5 mL) was added to compound 12d) (170 mg, 0.311 mmol) in dichloromethane (5 mL) at room temperature and the solution was stirred for 2 h. The reaction mixture was then diluted with water, adjusted to pH 8 via addition of saturated sodium hydrogen carbonate solution and extracted with dichloromethane. The combined organic layers were dried over sodium sulfate and evaporated. The remnant was purified by preparative TLC using a blend of 5% methanol in dichloromethane as eluent. White solid. Yield: 75 mg (51% of theory). Melting range: 193-197° C. HPLC (method 3): Rt=4.02 min. Mass spectroscopy: m/z: [M+H]+=446.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315490B2
Source datasetuspto-grants-2016_04
ORD IDord-a176c6982bb447b5b8fb635e2be6b840
Source noteuspto-grants-2016_04