HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonyl chloride → 3-(4-(5-Amino-6-(pyridin-3-ylcarbamoyl)pyrazin-2-yl)phenyl)propyl methanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-Amino-6-(4-(3-hydroxypropyl)phenyl)-N-(pyridin-3-yl)pyrazine-2-carboxamide | HCID 66679068 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(4-(5-Amino-6-(pyridin-3-ylcarbamoyl)pyrazin-2-yl)phenyl)propyl methanesulfonate | HCID 86661488 | 91.9% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
Dichloromethane (200 mL) and diisopropylethylamine (2 g, 17.16 mmol) were added to the product of step (vii) (4 g, 11.46 mmol). The resulting solution was cooled to 0° C. and MsCl (2 g, 17.16 mmol) added dropwise. When the addition was completed, the resulting solution was stirred at 0° C. for 10 minutes and at room temperature for 2 hours. The reaction mixture was extracted with dichloromethane and washed with water (×3). The combined organic extract was dried over MgSO4, filtered and concentrated in vacuo, which afforded the subtitle compound (viii) as a yellow brown solid (4.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08198285B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-8d97df8e561847cb958b24069779303f |
| Source note | uspto-grants-2012_06 |