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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 731075Generated: October 30, 2026

Dichloromethane → HCID 68814210, compound

https://huagongshe.com/reaction/731075

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantPotassium CarbonateHCID 11430—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
ReactantHCID 68814389HCID 68814389—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 68814210HCID 68814210—

Reaction Steps

The desired product was prepared using a procedure similar to step 3 of example 3. Thus, 1-benzyl-4-bromo-3-methyl-2-phenyl-1H-indole (1.286 g, 3.651 mmol) was reacted with aqueous 2M K2CO3 (3.7 ml), 4-methoxyphenylboronic acid (0.777 g, 5.111 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (II) complex with dichloromethane (1:1) (0.089 g, 0.110 mmol) in dioxane (37 ml) to give the product (1.029 g, 2.550 mmol, 70%) as a white solid, mp 93-95° C. 1H NMR (DMSO-d6) δ 1.73 (s, 3H), 3.80 (s, 3H), 5.29 (s, 2H), 6.84 (dd, J=0.8, 7.2 Hz, 1H), 6.88 (d, J=7.2 Hz, 2H), 6.97-7.00 (m, 2H), 7.11 (t, J=7.3 Hz, 1H), 7.17 (t, J=7.2 Hz, 1H), 7.22 (t, J=6.9 Hz, 2H), 7.30-7.35 (m, 5H), 7.39-7.47 (m, 3H); [ESI(+)], m/z 404 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07582773B2
Source datasetuspto-grants-2009_09
ORD IDord-df2aaea18f764e8c90910eda25afc180
Source noteuspto-grants-2009_09