HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 68814335, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (4-Methoxyphenyl)boronic acid | HCID 201262 | — |
| Reactant | HCID 68814191 | HCID 68814191 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68814335 | HCID 68814335 | — |
Reaction Steps
The desired product was prepared using a procedure similar to step 3 of example 3. Thus, 1,3-dibenzyl-5-bromo-2-phenyl-1H-indole (1.932 g, 4.271 mmol) was reacted with aqueous 2M K2CO3 (4.3 ml), 4-methoxyphenylboronic acid (0.909 g, 5.979 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (II) complex with dichloromethane (1:1) (0.105 g, 0.128 mmol) in dioxane (43 ml) to give the product (1.163 g, 2.425 mmol, 57%) as a brown, viscous oil. 1H NMR (DMSO-d6) δ 3.76 (s, 3H), 4.06 (s, 2H), 5.34 (s, 2H), 6.87 (d, J=7.6 Hz, 2H), 6.97 (d, J=8.8 Hz, 2H), 7.09-7.23 (m, 8H), 7.34 (dd, J=1.7, 8.6 Hz, 1H), 7.39-7.49 (m, 8H), 7.56 (s, 1H); [ESI(+)], m/z 480 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07582773B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-1da256be2a56472f99b96523e3fc2271 |
| Source note | uspto-grants-2009_09 |