HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 68814210, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (4-Methoxyphenyl)boronic acid | HCID 201262 | — |
| Reactant | HCID 68814389 | HCID 68814389 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68814210 | HCID 68814210 | — |
Reaction Steps
The desired product was prepared using a procedure similar to step 3 of example 3. Thus, 1-benzyl-4-bromo-3-methyl-2-phenyl-1H-indole (1.286 g, 3.651 mmol) was reacted with aqueous 2M K2CO3 (3.7 ml), 4-methoxyphenylboronic acid (0.777 g, 5.111 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (II) complex with dichloromethane (1:1) (0.089 g, 0.110 mmol) in dioxane (37 ml) to give the product (1.029 g, 2.550 mmol, 70%) as a white solid, mp 93-95° C. 1H NMR (DMSO-d6) δ 1.73 (s, 3H), 3.80 (s, 3H), 5.29 (s, 2H), 6.84 (dd, J=0.8, 7.2 Hz, 1H), 6.88 (d, J=7.2 Hz, 2H), 6.97-7.00 (m, 2H), 7.11 (t, J=7.3 Hz, 1H), 7.17 (t, J=7.2 Hz, 1H), 7.22 (t, J=6.9 Hz, 2H), 7.30-7.35 (m, 5H), 7.39-7.47 (m, 3H); [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-df2aaea18f764e8c90910eda25afc180 |
| Source note | uspto-grants-2009_09 |