HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 59300734, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,1,1-Trifluoro-4-iodobutane | HCID 2775189 | — |
| Reactant | N-(3,3-Dimethyl-6-nitro-2-oxo-2,3-dihydro-1H-indol-5-yl)acetamide | HCID 23092658 | — |
| Product | HCID 59300734 | HCID 59300734 | 65.6% |
Reaction Steps
Analogously to general procedure (I) N-(3,3-dimethyl-6-nitro-2-oxo-2,3-dihydro-1H-indol-5-yl)-acetamide (2 g) is alkylated in a high pressure reaction vessel using 1-iodo-4,4,4-trifluoro-butane (3.62 g; 15.2 mmol) and K2CO3 (2.1 g; 15.2 mmol) at 60° C. for 3 days. After aqueous work-up and purification by RP chromatography the pure material (1.92 g) is de-acetylated in MeOH (200 ml) using DBU (1.6 ml) at reflux. After aqueous work-up 5-amino-3,3-dimethyl-6-nitro-1-(4,4,4-trifluoro-butyl)-1,3-dihydro-indol-2-one (1.65 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-d4170ad859a94dd19e7625cb286ad736 |
| Source note | uspto-grants-2010_05 |