HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl chloroformate → HCID 59149868, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl chloroformate | HCID 6586 | — |
| Reactant | Diethylamine | HCID 8021 | — |
| Reactant | HCID 44612251 | HCID 44612251 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59149868 | HCID 59149868 | 93.3% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
Methyl chloroformate (9 mg, 0.1 mmol) was added at 0° C. to a solution of (S)-4-[(S)-3-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-1-hydroxymethyl-propyl]-2-methyl-3-oxo-piperazine-1-carboxylic acid (3,4-dichloro-phenyl)-amide (example 106; 50 mg, 0.10 mmol) in dichloromethane (1 mL). The ice bath was removed, then after 30 min the reaction mixture was cooled to 0° C., treated with diethylamine (4 mg, 50 μmol), and evaporated. Chromatography (SiO2; dichloromethane to dichloromethane/methanol/25% aq. ammonia solution 90:10:0.25) provided the title compound (52 mg, 93%). White solid, MS (ISP)=557.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071586B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-7e6114d33cae4bfe9e91fe46dfb9aa63 |
| Source note | uspto-grants-2011_12 |