HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 68814868, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (4-Methoxyphenyl)boronic acid | HCID 201262 | — |
| Reactant | 1-Benzyl-5-bromo-2,3-dimethyl-1H-indole | HCID 25228820 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68814868 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07582773B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-28443fab889e483f8c7fe7e715e4c4fc |
| Source note | uspto-grants-2009_09 |