Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | 2-chloro-N-(isoquinolin-6-yl)acetamide | HCID 24999501 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Ammonia | HCID 222 | 2% |
| Product | n-(Isoquinolin-6-yl)-2-morpholino acetamide | HCID 59205717 | — |
Reaction Steps
To 2-chloro-N-(isoquinolin-6-yl)acetamide (E1) in MeOH is added KI and the solution is heated to 60° C. for 40 minutes. The mixture is cooled to 45° C. and morpholine is added and stirred at 45° C. After 2-4 hours, the solvents are evaporated and the residue is taken up in EtOAc and extracted with NaHCO3(sat). The organics are dried (Na2SO4), filtered and evaporated. Flash chromatography (2% NH3(2M)/MeOH/3% MeOH/CH2Cl2) gives N-(isoquinolin-6-yl)-2-morpholino acetamide (E105).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08455647B2 |
|---|
| Source dataset | uspto-grants-2013_06 |
|---|
| ORD ID | ord-7227935de2674f83b9ea46de7585c8e9 |
|---|
| Source note | uspto-grants-2013_06 |
|---|
