HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 6-(3-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)benzamido)hexanoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | Methyl 6-aminohexanoate hydrochloride | HCID 11499324 | — |
| Reactant | 3-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)benzoic acid | HCID 69033066 | — |
| Reactant | HCID 178418300 | HCID 178418300 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | 6-(3-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)benzamido)hexanoic acid methyl ester | HCID 69031973 | 81% |
Reaction Steps
3-((5-fluoro-2-oxoindolin-3-ylidene)methyl)benzoic acid (283 mg, 1 mmol) and 8 ml of DMF were stirred at room temperature while 1-Ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride (394 mg, 2 mmol), hydroxybenzo-triazole (162 mg, 1.2 mmol), triethylamine (404 mg, 4 mmol) and 6-aminocaproic acid methyl ester hydrochloride (219 mg, 1.2 mmol) were added. The mixture was stirred for 24 hours at room temperature. The mixture was diluted with 400 mL of brine. The solids were collected by vacuum filtration, washed with water and dried under vacuum to give the title compound (332 mg, 81% yield) as a brown solid. LC-MS (m/z) 411 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07863315B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-f6c4fcb9254446ff855ad99595fc6fa1 |
| Source note | uspto-grants-2011_01 |