HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → N-(2-(5-chloro-1H-indol-3-yl)ethyl)-4'-hydroxybiphenyl-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Hydroxyphenylboronic acid | HCID 2734360 | — |
| Reactant | HCID 17271850 | HCID 17271850 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | N-(2-(5-chloro-1H-indol-3-yl)ethyl)-4'-hydroxybiphenyl-3-carboxamide | HCID 67973337 | 14.5% |
Reaction Steps
N-(2-(5-chloro-1H-indol-3-yl)ethyl)-4′-hydroxybiphenyl-3-carboxamide was prepared according to method B with N-(2-(5-chloro-1H-indol-3-yl)ethyl)-3-iodobenzamide (0.075 g; 0.176 mmol), 4-hydroxyphenylboronic acid (0.024 g; 0.177 mmol), tetrakis(triphenylphosphine)palladium (0.010 g; 0.009 mmol), sodium carbonate (0.037 g; 0.353 mmol), in dimethoxyethane (3 mL) and water (1 mL), irradiated in a microwave oven at 130° C. for 18 minutes. Flash chromatography on silica gel (eluent 10 to 80% ethyl acetate in heptane) furnished 0.010 g (14%) of N-(2-(5-chloro-1H-indol-3-yl)ethyl)-4′-hydroxybiphenyl-3-carboxamide as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09284271B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-ad9ffcd35ee14f2bb28e9d7dbdc92192 |
| Source note | uspto-grants-2016_03 |