HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(4-Chlorophenyl)ethylamine → HCID 86730221, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(4-Chlorophenyl)ethylamine | HCID 97803 | — |
| Reactant | (S)-3-(2-chloropyrimidin-4-yl)-4-isopropyloxazolidin-2-one | HCID 86730167 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86730221 | HCID 86730221 | — |
| Product | HCID 86730222 | HCID 86730222 | — |
Reaction Steps
A solution of (S)-3-(2-chloropyrimidin-4-yl)-4-isopropyloxazolidin-2-one (96 mg, 0.40 mmol) and 1-(4-chlorophenyl)ethanamine (204 mg, 1.31 mmol, 3.3 equiv) in DMSO (1 mL) was heated at 110° C. for 3 h. The reaction mixture was diluted with EtOAc (8 mL) and washed with water (30 mL). After separation, the aqueous phase was extracted with EtOAc (3×8 mL). Combined organics were dried over Na2SO4, filtered and concentrated. Silica gel column chromatography (EtOAc/Heptane 10 to 50%) provided (S)-3-(2-((R)-1-(4-chlorophenyl)ethylamino)pyrimidin-4-yl)-4-isopropyloxazolidin-2-one and (S)-3-(2-((S)-1-(4-chlorophenyl)ethylamino)pyrimidin-4-yl)-4-isopropyloxazolidin-2-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08957068B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-8bd5f44aeaeb4cc8904fcd338cb86e2b |
| Source note | uspto-grants-2015_02 |