HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4-Dichlorophenyl isocyanate → (S)-4-(3-Hydroxy-propyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid (3,4-dichloro-phenyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4-Dichlorophenyl isocyanate | HCID 7607 | — |
| Reactant | (S)-1-(3-Hydroxy-propyl)-3-methyl-piperazin-2-one | HCID 66999467 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (S)-4-(3-Hydroxy-propyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid (3,4-dichloro-phenyl)-amide | HCID 67080598 | 92.1% |
Reaction Steps
3,4-Dichlorophenyl isocyanate (334 mg, 1.74 mmol) was added at 0° C. to a solution of (S)-1-(3-hydroxy-propyl)-3-methyl-piperazin-2-one (intermediate 20D; 300 mg, 1.74 mmol) in tetrahydrofuran (3 ml), then after 2.5 h the reaction mixture was evaporated. Chromatography (SiO2; dichloromethane/methanol/25% aq. ammonia solution 90:10:0.25) produced the title compound (577 mg, 92%). White foam, MS (ISP)=360.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071586B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-8906ff1503ec4aae9ca2fd37baf4a300 |
| Source note | uspto-grants-2011_12 |