HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Hydroxybenzotriazole → 5-Chloro-2-([(2-oxo-2-([4-(pyridin-4-yl)phenyl]amino)ethoxy)acetyl]amino)benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-(Pyridin-4-yl)aniline | HCID 1512654 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 2-(2-((4-Chloro-2-(methoxycarbonyl)phenyl)amino)-2-oxoethoxy)acetic acid | HCID 51039954 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 5-Chloro-2-([(2-oxo-2-([4-(pyridin-4-yl)phenyl]amino)ethoxy)acetyl]amino)benzoic acid | HCID 44232523 | 87.3% |
Reaction Steps
0.75 g (2.5 mmol) of (2-([4-chloro-2-(methoxycarbonyl)phenyl]amino)-2-oxoethoxy)acetic acid, 0.43 g (2.5 mmol) of 4-(pyridin-4-yl)aniline, 0.58 g (3.0 mmol) of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride, 0.41 g (3.0 mmol) of 1-hydroxybenzotriazole were stirred in 5.3 mL of DMA for 2 hours. After completion of the reaction, the reaction solution was introduced into an aqueous sodium bicarbonate solution. The solid was separated by filtration, and washed with water to give 0.96 g of 5-chloro-2-([(2-oxo-2-([4-(pyridin-4-yl)phenyl]amino)ethoxy)acetyl]amino)benzoic acid.methyl ester (yield: 85%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08415479B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-d83b61fa65724613988335ae307054e3 |
| Source note | uspto-grants-2013_04 |