HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → HCID 89777805, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 53215608 | HCID 53215608 | — |
| Reactant | HCID 89767058 | HCID 89767058 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 89777805 | HCID 89777805 | 48.3% |
Reaction Steps
A mixture of compound 7b (8 g, 24.6 mmoles) and potassium carbonate (17 g, 123 mmoles) in acetone (250 mL) was refluxed for 1 hour, then (2R,6S)-4-(2-chloroethyl)-2,6-di methyl morpholine (25.9 mmoles) was added dropwise. The mixture was refluxed overnight then was cooled and filtered. The resulting solid was dried and purified via preparative HPLC (channel A=CH3CN+0.1% formic acid; channel B=H2O+0.1% formic acid: flow=40 ml/min; gradient=10%-45% of eluent A in 15 minutes) providing N-[(1-{2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]ethyl}piperidin-4-yl)methyl]-5-methoxy-1H-indazole-3-carboxamide 25 (48.3% yield)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09163013B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-b0a4cca2d805433ab2ffb0ff6d90fd97 |
| Source note | uspto-grants-2015_10 |