HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → ethyl 2-[3-[4-(2-naphthamido)benzyl]-1H-indazol-1-yl]acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Naphthoyl chloride | HCID 75246 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | ethyl 2-[3-(4-aminobenzyl)-1H-indazol-1-yl]acetate | HCID 89590284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | ethyl 2-[3-[4-(2-naphthamido)benzyl]-1H-indazol-1-yl]acetate | HCID 89590254 | 89.9% |
Reaction Steps
630 mg (2.04 mmol) ethyl 2-[3-(4-aminobenzyl)-1H-indazol-1-yl]acetate was dissolved in 20 mL dichloromethane. 0.85 mL (6.11 mmol) triethylamine was added, and in an ice bath a dichloromethane solution dissolving 428 mg (2.25 mmol) 2-naphthoyl chloride was added slowly, and reacted in an ice bath for 3 h. An aqueous solution of sodium bicarbonate was added to quench, extracted with ethyl acetate, rotate evaporated to dryness, chromatographed on a column to obtain a white solid 850 mg, at a yield of 89.7%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09233098B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-5957d1608b9e429da9ed099558e92951 |
| Source note | uspto-grants-2016_01 |