HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 60026288, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 60026523 | HCID 60026523 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 60026288 | HCID 60026288 | — |
Reaction Steps
A solution 2-[4-(5-fluoro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-trifluoromethylpentyl]-1H-indole-4-carboxylic acid (170 mg, 0.375 mmol) in 2 mL of acetonitrile was treated with 105 mL of triethylamine and TBTU (133 mg, 0.413 mmol). After 15 minutes, 53.6 mL of ammonium hydroxide solution was added. The resulting reaction mixture was diluted with water and extracted with dichloromethane. The organic layer was dried over sodium sulfate, filtered, and concentrated in vacuo. Chromatography on SiO2 (50% ethyl acetate in hexanes) gave 170 mg of the title product as an off-white solid (quantitative yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08741897B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-1fede97f4ba9449faec57050de0ee06c |
| Source note | uspto-grants-2014_06 |