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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 731028Generated: October 30, 2026

Dichloromethane → HCID 68814224, compound

https://huagongshe.com/reaction/731028

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantPotassium CarbonateHCID 11430—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
ReactantHCID 68813930HCID 68813930—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 68814224HCID 6881422438%

Reaction Steps

The desired product was prepared using a procedure similar to step 3 of example 3. Thus, 5-bromo-1,3-dimethyl-2-phenyl-1H-indole (1.358 g, 4.524 mmol) was reacted with aqueous 2M K2CO3 (4.5 ml), 4-methoxyphenylboronic acid (0.825 g, 5.429 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (II) complex with dichloromethane (1:1) (0.074 g, 0.090 mmol) in dioxane (46 ml) to give the desired product (0.563 g, 1.719 mmol, 38%) as a white solid, mp 156-159° C. 1H NMR (DMSO-d6) δ 2.25 (s, 3H), 3.61 (s, 3H), 3.79 (s, 3H), 7.01 (d, J=8.7 Hz, 2H), 7.43-7.50 (m, 5H), 7.55 (t, J=7.8 Hz, 2H), 7.64 (d, J=8.7 Hz, 2H), 7.73 (s, 1H); [ESI(+)], m/z 328 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07582773B2
Source datasetuspto-grants-2009_09
ORD IDord-6c86f5fbecd94228a9a200841c3424e0
Source noteuspto-grants-2009_09