HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-(+)-1-Aminopropan-2-ol → N-Cyclopropyl-3-[3-[[1-[2-[2-[[(2S)-2-hydroxypropyl]amino]ethoxy]phenyl]cyclopropyl]amino]-2-oxo-1(2H)-pyrazinyl]-4-methyl-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-(+)-1-Aminopropan-2-ol | HCID 7311736 | — |
| Reactant | HCID 66689514 | HCID 66689514 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | N-Cyclopropyl-3-[3-[[1-[2-[2-[[(2S)-2-hydroxypropyl]amino]ethoxy]phenyl]cyclopropyl]amino]-2-oxo-1(2H)-pyrazinyl]-4-methyl-benzamide | HCID 66689649 | — |
Reaction Steps
3-(3-(1-(2-(2-Chloroethoxy)phenyl)cyclopropylamino)-2-oxopyrazin-1(2H)-yl)-N-cyclopropyl-4-methylbenzamide (Example 167e, 100 mg) and (S)-(+)-1-amino-2-propanol (0.247 mL) were stirred together in dioxane (3 mL) in a sealed tube at 100° C. for 24 h. Purification of the cooled solution by preparative HPLC (Xbridge column—acetonitrile/0.2% ammonia mobile phase) afforded the title compound (60 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889692B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-54ee9b86fd964a5f80163d555f4e9564 |
| Source note | uspto-grants-2014_11 |