HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 68814224, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (4-Methoxyphenyl)boronic acid | HCID 201262 | — |
| Reactant | HCID 68813930 | HCID 68813930 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68814224 | HCID 68814224 | 38% |
Reaction Steps
The desired product was prepared using a procedure similar to step 3 of example 3. Thus, 5-bromo-1,3-dimethyl-2-phenyl-1H-indole (1.358 g, 4.524 mmol) was reacted with aqueous 2M K2CO3 (4.5 ml), 4-methoxyphenylboronic acid (0.825 g, 5.429 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (II) complex with dichloromethane (1:1) (0.074 g, 0.090 mmol) in dioxane (46 ml) to give the desired product (0.563 g, 1.719 mmol, 38%) as a white solid, mp 156-159° C. 1H NMR (DMSO-d6) δ 2.25 (s, 3H), 3.61 (s, 3H), 3.79 (s, 3H), 7.01 (d, J=8.7 Hz, 2H), 7.43-7.50 (m, 5H), 7.55 (t, J=7.8 Hz, 2H), 7.64 (d, J=8.7 Hz, 2H), 7.73 (s, 1H); [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-6c86f5fbecd94228a9a200841c3424e0 |
| Source note | uspto-grants-2009_09 |