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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 731068Generated: October 30, 2026

Dichloromethane → HCID 68814367, compound

https://huagongshe.com/reaction/731068

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantPotassium CarbonateHCID 11430—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
ReactantHCID 68816825HCID 68816825—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 68814367HCID 68814367—

Reaction Steps

The desired product was prepared using a procedure similar to step 3 of example 3. Thus, 1-benzyl-6-bromo-3-methyl-2-phenyl-1H-indole (1.432 g, 3.805 mmol) was reacted with aqueous 2M K2CO3 (3.8 ml), 4-methoxyphenylboronic acid (0.809 g, 5.327 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (II) complex with dichloromethane (1:1) (0.093 g, 0.114 mmol) in dioxane (38 ml) to give the product (1.017 g, 2.861 mmol, 75%) as a white solid, mp 142-145° C. 1H NMR (DMSO-d6) δ 2.23 (s, 3H), 3.77 (s, 3H), 5.39 (s, 2H), 6.86 (d, J=7.0 Hz, 2H), 6.98 (d, J=8.9 Hz, 2H), 7.13 (t, J=7.3 Hz, 1H), 7.18 (t, J=7.0 Hz, 2H), 7.34 (dd, J=1.5, 7.8 Hz, 1H), 7.38-7.44 (m, 3H), 7.48 (t, J=7.0 Hz, 2H), 7.55-7.61 (m, 4H); [ESI(+)], m/z 404 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07582773B2
Source datasetuspto-grants-2009_09
ORD IDord-83fe788702e4451f931c1e62e3a70f56
Source noteuspto-grants-2009_09