HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 20579057, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | HCID 60209511 | HCID 60209511 | — |
| Reactant | HCID 178526165 | HCID 178526165 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 20579057 | HCID 20579057 | — |
Reaction Steps
To a CH2Cl2 solution of (2R,4R)-2-aminomethyl-4-(3,4-dichlorobenzyl)-1-methyl-pyrrolidine (prepared as described in example 4.4) (40 mg, 0.15 mmol) was added 5-phenylpyrimidin-2-ylthioacetic acid (40 mg, 0.16 mmol), EDCI (36 mg, 0.19 mmol), and HOBT (2 mg, 0.015 mmol) The reaction mixture was stirred for 16 h at room temperature and then diluted with EtOAc and washed with aqueous NaHCO3. The organic layer was dried over MgSO4, filtered, and concentrated. Flash chromatography (95% CH2Cl2/5% MeOH) provided N-(2R,4R)-[4-(3,4-dichlorobenzyl)-1-methylpyrrolidin-2-ylmethyl]-2-[5-(phenyl)pyrimidin-2-ylsulfanyl]acetamide hydrochloride (47 mg, 0.098 mmol) mass spectrum 502 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06552028B2 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-804fe9b8e3c9446aa0ef2696553103c4 |
| Source note | uspto-grants-2003_04 |