HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 68815903, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (4-Methoxyphenyl)boronic acid | HCID 201262 | — |
| Reactant | 1,3-Dibenzyl-5-bromo-2-methyl-1H-indole | HCID 68815180 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68815903 | HCID 68815903 | — |
Reaction Steps
The desired product was prepared using a procedure similar to step 3 of example 3. Thus, 1,3-dibenzyl-5-bromo-2-methyl-1H-indole (1.842 g, 6.133 mmol) was reacted with aqueous 2M K2CO3 (6.1 ml), 4-methoxyphenylboronic acid (1.118 g, 7.360 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (II) complex with dichloromethane (1:1) (0.100 g, 0.123 mmol) in dioxane (61 ml) to give the product (0.702 g, 1.681 mmol, 27%) as a pale-yellow solid, mp 136-139° C. 1H NMR (DMSO-d6) δ 2.35 (s, 3H), 3.76 (s, 3H), 4.10 (s, 2H), 5.43 (s, 2H), 6.95-7.00 (m, 4H), 7.09-7.13 (m, 1H), 7.20-7.30 (m, 8H), 7.39 (d, J=8.6 Hz, 1H), 7.48-7.51 (m, 2H), 7.57 (d, J=1.5 Hz, 1H); [ESI(+)], m/z 418 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07582773B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-874a76e264a347bba3cdfea8d0053bcf |
| Source note | uspto-grants-2009_09 |