HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 59301000, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-(Chloromethyl)-3-methyl-1,2-oxazole | HCID 7131496 | — |
| Reactant | N-(3,3-Dimethyl-6-nitro-2-oxo-2,3-dihydro-1H-indol-5-yl)acetamide | HCID 23092658 | — |
| Product | HCID 59301000 | HCID 59301000 | 25.8% |
Reaction Steps
Analogously to general procedure (I) N-(3,3-dimethyl-6-nitro-2-oxo-2,3-dihydro-1H-indol-5-yl)-acetamide (3 g) is alkylated using 5-chloromethyl-3-methyl-isoxazole (1.65 g; 12.5 mmol) and K2CO3 (3,3 g; 23.9 mmol) at RT for 3 days. After aqueous work-up and purification by RP chromatography the pure material (1.07 g) is de-acetylated in MeOH (50 ml) using DBU (220 μl) at 60° C. in 18 h. After aqueous work-up 5-amino-3,3-dimethyl-1-(3-methyl-isoxazol-5-ylmethyl)-6-nitro-1,3-dihydro-indol-2-one (0.93 g) is obtained and used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07714010B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-cebe2288cda24a5b9cd893866cca7789 |
| Source note | uspto-grants-2010_05 |