HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 68814367, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (4-Methoxyphenyl)boronic acid | HCID 201262 | — |
| Reactant | HCID 68816825 | HCID 68816825 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68814367 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07582773B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-83fe788702e4451f931c1e62e3a70f56 |
| Source note | uspto-grants-2009_09 |