HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → HCID 86699432, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Thiophene-3-boronic acid | HCID 581760 | — |
| Reactant | N-(2-(5-chloro-1H-indol-3-yl)ethyl)-3-(chloromethyl)benzamide | HCID 67974165 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 86699432 | HCID 86699432 | 47% |
Reaction Steps
N-(2-(5-Chloro-1H-indol-3-yl)ethyl)-3-(thiophen-3-ylmethyl)benzamide was prepared according to method B with N-(2-(5-chloro-1H-indol-3-yl)ethyl)-3-(chloromethyl)benzamide (0.080 g; 0.230 mmol), thiophen-3-ylboronic acid (0.031 g; 0.241 mmol), [1,1′-bis(diphenylphosphino)ferrocene]palladium(II) chloride, complex with dichloromethane (0.018 g; 0.023 mmol), sodium carbonate (0.049 g; 0.461 mmol), sodium iodide (0.069 g; 0.461 mmol), in dimethoxyethane (3 mL) and water (1 mL), irradiated in a microwave oven at 130° C. for 15 minutes. Flash chromatography on silica gel (eluent 2 to 25% ethyl acetate in dichloromethane) furnished 0.042 g (47%) of the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09266832B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-b05c26765b8941d0b78b959b7dbac5d4 |
| Source note | uspto-grants-2016_02 |