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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 731034Generated: October 27, 2026

Dichloromethane → HCID 68814868, compound

https://huagongshe.com/reaction/731034

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantPotassium CarbonateHCID 11430—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
Reactant1-Benzyl-5-bromo-2,3-dimethyl-1H-indoleHCID 25228820—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 68814868HCID 68814868—

Reaction Steps

The desired product was prepared using a procedure similar to step 3 of example 3. Thus, 1-benzyl-5-bromo-2,3-dimethyl-1H-indole (1.872 g, 5.958 mmol) was reacted with aqueous 2M K2CO3 (6.0 ml), 4-methoxyphenylboronic acid (1.087 g, 7.150 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (II) complex with dichloromethane (1:1) (0.097 g, 0.119 mmol) in dioxane (60 ml) to give the product (0.925 g, 2.709 mmol, 45%) as a brown oil. 1H NMR (DMSO-d6) δ 2.24 (s, 3H), 2.28 (s, 3H), 3.78 (s, 3H), 5.39 (s, 2H), 6.97-6.99 (m, 4H), 7.20 (t, J=7.2 Hz, 1H), 7.25-7.29 (m, 3H), 7.37 (d, J=8.4 Hz, 1H), 7.59 (d, J=8.7 Hz, 2H), 7.61 (s, 1H); [ESI(+)], m/z 342 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07582773B2
Source datasetuspto-grants-2009_09
ORD IDord-28443fab889e483f8c7fe7e715e4c4fc
Source noteuspto-grants-2009_09