HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 23092675, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-(3-Chloropropyl)morpholinium chloride | HCID 12296283 | — |
| Reactant | N-(3,3-Dimethyl-6-nitro-2-oxo-2,3-dihydro-1H-indol-5-yl)acetamide | HCID 23092658 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Product | HCID 23092675 | HCID 23092675 | 101.3% |
Reaction Steps
Analogously to general procedure (I) N-(3,3-dimethyl-6-nitro-2-oxo-2,3-dihydro-1H-indol-5-yl)-acetamide (0.5 g) is alkylated using 4-(3-chloro-propyl)-morpholine hydrocloride (0.57 g; 2.85 mmol), Cs2CO3 (1.55 g; 4.75 mmol) and a catalytic amount of nBU4NI at 70° C. for 4 days. After aqueous work-up the crude material is de-acetylated in hydrochloric acid (6 N, 20 ml) at 80° C. in 4 h. After aqueous work-up 5-amino-3,3-dimethyl-1-(3-morpholin-4-yl-propyl)-6-nitro-1,3-dihydro-indol-2-one (0.67 g) is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07714010B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-3b57adae5bcf4ae29b4c363769367ece |
| Source note | uspto-grants-2010_05 |