HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenyl chloroformate → HCID 59379881, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 59380005 | HCID 59380005 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 59379881 | HCID 59379881 | 85% |
Reaction Steps
Phenyl chloroformate (0.256 mL, 2.04 mmol) was added dropwise to 4-[4-[2-(4-chlorophenyl)sulfonylpropan-2-yl]-6-[(3S)-3-methylmorpholin-4-yl]pyrimidin-2-yl]aniline (850 mg, 1.85 mmol) and sodium hydrogencarbonate (233 mg, 2.78 mmol) in dioxane (20 mL) at RT. The resulting suspension was stirred at RT for 2 hours. The reaction mixture was diluted with ethyl acetate (100 mL) and washed with water (2×100 mL) and saturated brine (50 mL). The organic layer was dried (MgSO4), filtered and evaporated. The crude product was purified by flash silica chromatography, elution gradient 30 to 50% ethyl acetate in isohexane. Pure fractions were evaporated to dryness to afford the desired material as a white solid (955 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07750003B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-586078a1e20c4f90a309c308cc946f1f |
| Source note | uspto-grants-2010_07 |