HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 68815374, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (4-Methoxyphenyl)boronic acid | HCID 201262 | — |
| Reactant | HCID 68814415 | HCID 68814415 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68815374 | HCID 68815374 | — |
Reaction Steps
The desired product was prepared using a procedure similar to step 3 of example 3. Thus, 4-bromo-1,3-dimethyl-2-phenyl-1H-indole (1.182 g, 3.937 mmol) was reacted with aqueous 2M K2CO3 (3.9 ml), 4-methoxyphenylboronic acid (0.838 g, 5.512 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (II) complex with dichloromethane (1:1) (0.096 g, 0.118 mmol) in dioxane (39 ml) to give the product (1.253 g, 3.827 mmol, 97%) as a yellow, viscous oil. 1H NMR (DMSO-d6) δ 1.72 (s, 3H), 3.60 (s, 3H), 3.81 (s, 3H), 6.85 (dd, J=0.8, 7.0 Hz, 1H), 6.99 (d, J=8.7 Hz, 2H), 7.20 (t, J=7.3 Hz, 1H), 7.32 (d, J=8.7 Hz, 2H), 7.41-7.47 (m, 4H), 7.53 (t, J=7.6 Hz, 2H); [ESI(+)], m/z 328 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07582773B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-968077798e60425d865b9b7c27f8aa12 |
| Source note | uspto-grants-2009_09 |