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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1401622Generated: October 31, 2026

Water → HCID 59454908, compound

https://huagongshe.com/reaction/1401622

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantIodobenzeneHCID 11575—
ReactantHCID 67310726HCID 67310726—
Catalystpalladium(II) acetateHCID 167845—
SolventTriethanolamineHCID 7618—
ProductHCID 59454908HCID 5945490839.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

Iodo benzene (0.5 g, 2.4 mmol) and 2,8-dimethyl-5-(prop-1-enyl)-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole (588 mg, 2.4 mmol) were charged in triethanolamine (4 mL). Palladium (II)acetate (5 mg, 0.024 mmol) was added and stirred at 100° C. for 14 h. The reaction was monitored by TLC and LCMS. After completion of the reaction, water was added. The desired compound was extracted with diethyl ether twice. The organic layer was dried over anhydrous sodium sulfate and evaporated under reduced pressure. The crude product was purified by column chromatography to afford 0.3 g of product. 1H NMR (CD3OD, TFA salt) δ (ppm): 7.24 (s, 1H), 7.18 (m, 3H), 6.96-6.82 (m, 4H), 6.62 (m, 1H), 4.66 (m, 1H), 4.30 (m, 1H), 3.64 (m, 1H), 3.42 (m, 1H), 3.0 (s, 1H), 2.80 (m, 1H), 2.60 (m, 1H), 2.36 (s, 3H), 1.50 (d, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08907097B2
Source datasetuspto-grants-2014_12
ORD IDord-3d504017f1644fcbaa5e38c5ea3fcd55
Source noteuspto-grants-2014_12