HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 71612644, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Amino-3-phenoxypropan-2-ol hydrochloride | HCID 2725072 | — |
| Reactant | 1-(2-Chloroacetyl)pyrrolidine-2-carbonitrile | HCID 15480185 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 71612644 | HCID 71612644 | 33.6% |
Reaction Steps
A solution of 1-amino-3-phenoxypropan-2-ol hydrochloride (7.9 g, 38.8 mmol) and 1-(2-chloroacetyl)pyrrolidine-2-carbonitrile (6.1 g, 35.3 mmol) in DCM (250 mL) was added triethylamine (15 mL, 106 mmol). The mixture was stirred at room temperature overnight. After the TLC showed that the reaction was complete, the mixture was washed by brine. The aqueous solution was extracted with dichloromethane (DCM) (3×100 mL) and the combined DCM solution was concentrated to give a crude product, which was purified by column chromatography to give 3.5 g of 1-(2-(2-hydroxy-3-phenoxypropylamino)acetyl)pyrrolidine-2-carbonitrile (as shown at 6). Yield was 33.6%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115082B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-79e546d14e7e495aa4b9737f448d38e1 |
| Source note | uspto-grants-2015_08 |