HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1976784Generated: October 31, 2026
1,2-Dichloroethane → 7-Fluoro-indole-5-carboxylic acid (n-[2-hydroxy-2-(3,4,5-trimethoxyphenyl) ethyl]) amide
https://huagongshe.com/reaction/1976784
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 7-Fluoro-1H-indole-5-carboxylic acid | HCID 11564558 | — |
| Reactant | BENZYL ALCOHOL, alpha-(AMINOMETHYL)-3,4,5-TRIMETHOXY-, HYDROCHLORIDE | HCID 24194781 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 7-Fluoro-indole-5-carboxylic acid (n-[2-hydroxy-2-(3,4,5-trimethoxyphenyl) ethyl]) amide | HCID 54435838 | — |
Reaction Steps
A solution of Example 63D in DMF (10 mL)was treated sequentially with 2-amino-1-(3,4,5-trimethoxyphenyl)ethanol hydrochloric acid salt (0.343 g, 1.30 mmol), EDC (0.325 g, 1.7 mmol), triethylamine, DMAP (catalytic), heated at 50° C. for 15 hours, cooled to room temperature, poured into water (100 ml), and extracted with ethyl acetate. The extract was washed with brine, dried (MgSO4), filtered, and concentrated. The concentrate was purified by flash chromatography on silica gel with 8:2 ethyl acetate/hexanes to provide 0.24 g of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06228868B1 |
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| Source dataset | uspto-grants-2001_05 |
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| ORD ID | ord-87196e0cf78149cca35fdcb4ef36457b |
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| Source note | uspto-grants-2001_05 |
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