HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 68813801, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (4-Methoxyphenyl)boronic acid | HCID 201262 | — |
| Reactant | HCID 68814792 | HCID 68814792 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68813801 | HCID 68813801 | — |
Reaction Steps
The desired product was prepared using a procedure similar to step 3 of example 3. Thus, 5-bromo-1-methyl-3-pentyl-2-phenyl-1H-indole (1.105 g, 3.101 mmol) was reacted with aqueous 2M K2CO3 (3.1 ml), 4-methoxyphenylboronic acid (0.660 g, 4.341 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (II) complex with dichloromethane (1:1) (0.076 g, 0.093 mmol) in dioxane (31 ml) to give the product (0.512 g, 1.335 mmol, 43%) as an oily solid. 1H NMR (DMSO-d6) δ 0.76 (t, J=6.9 Hz, 3H), 1.15-1.23 (m, 4H), 1.52-1.56 (m, 2H), 2.66 (t, J=7.5 Hz, 2H), 3.56 (s, 3H), 3.79 (s, 3H), 7.02 (d, J=8.7 Hz, 2H), 7.41-7.46 (m, 3H), 7.47-7.49 (m, 2H), 7.53-7.56 (m, 2H), 7.61 (d, J=8.6 Hz, 2H), 7.72 (d, J=1.5 Hz, 1H); [ESI(+)], m/z 384 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07582773B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-085817c570c1498796e222e340eff648 |
| Source note | uspto-grants-2009_09 |