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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 225437Generated: October 30, 2026

Toluene → (1-Cyclopentylmethyl-1H-indol-5-yl)-(4-isopropyl-piperazin-1-yl)-methanone

https://huagongshe.com/reaction/225437

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantMethanone,1h-indol-5-yl[4-(1-methylethyl)-1-piperazinyl]-HCID 57752818—
Product(1-Cyclopentylmethyl-1H-indol-5-yl)-(4-isopropyl-piperazin-1-yl)-methanoneHCID 25064785—

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 21.7 mg (0.08 mmol) (1H-indol-5-yl)-(4-isopropyl-piperazin-1-yl)-methanone (intermediate 1), 16 mg (0.16 mmol) cyclopentylmethynol (commercially available), 38.6 mg (0.16 mmol) cyanomethylenetri-n-butylphospborane in toluene was heated to 110° C. for an extended period of time. After evaporation the residue was purified by preparative HPLC on reversed phase eluting with a gradient formed from acetonitrile/water/NEt3. The combined product fractions were evaporated to yield 5.4 mg of the title compound. MS (m/e): 354.4 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07557108B2
Source datasetuspto-grants-2009_07
ORD IDord-8d2014efa3a447e496834ff762e78c46
Source noteuspto-grants-2009_07