Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Octylamine | HCID 8143 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 21103277 | HCID 21103277 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 21103268 | HCID 21103268 | 56.2% |
Reaction Steps
The compound of Example 29 (2.13 g, 4.25 mmol) was suspended in 40 mL of dichloromethane, and then Et3N (0.83 mL, 5.9 mmol) and methane sulfonyl chloride (0.43 mL, 5.52 mmol) were added dropwise while maintaining the temperature at 0° C. After stirring at room temperature for 4 hours, the temperature was lowered to 0° C., and 20 mL of dichloromethane in which Et3N (1.2 mL, 8.5 mmol) and octylamine (2.1 mL, 12.7 mmol) were dissolved were added. After stirring at room temperature for 16 hours, the reactant was washed with distilled water, 2N HCl, and a saturated NaHCO3 aqueous solution, and then it was dried and concentrated under reduced pressure. The mixture was separated with ethyl acetate/hexane (4:1) in a silica gel column, and recrystallized with hexane and ethyl acetate to obtain a white title compound (1.35 g, yield 56%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07223751B2 |
|---|
| Source dataset | uspto-grants-2007_05 |
|---|
| ORD ID | ord-965efc08d702416e879f703dea42a4a0 |
|---|
| Source note | uspto-grants-2007_05 |
|---|