HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzylethanolamine → HCID 86630357, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzylethanolamine | HCID 4348 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 2-(2-Chloropyridin-3-yl)acetic acid | HCID 14739544 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86630357 | HCID 86630357 | 102.7% |
Reaction Steps
To a solution of the compound (3.40 g) obtained in step 4, N-benzylethanolamine (4.53 g) and HOBt.H2O (4.60 g) in DMF (50 mL) was added WSC.HCl (5.80 g), and the mixture was stirred at room temperature for 4 days. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogen carbonate solution and brine, and concentrated. The residue was purified by silica gel column chromatography (solvent gradient; 80% ethyl acetate/hexane→2% methanol/ethyl acetate) to give N-benzyl-2-(2-chloropyridin-3-yl)-N-(2-hydroxyethyl)acetamide (6.20 g, 100%) as a pale-yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08158617B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-e25d5cfa4e2d434284020c1be2a04086 |
| Source note | uspto-grants-2012_04 |