HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → HCID 10274157, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | 3-(1H-Indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-pyrrole-2,5-dione | HCID 9886463 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 10274157 | HCID 10274157 | 65% |
Reaction Steps
A solution of 3-(l H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-pyrrole-2,5-dione (51 mg, 0.13 mmol), prepared as described in U.S. Ser. No. 09/268,887, in THF (20 ml) and cooled to −70° C. To this solution was added lithium bis(trimethylsilyl)amide (0.5 mmol, 0.5 ml, 3.8 eq, 1.0 M in THF, followed by excess acetyl chloride (0.1 ml). The resulting solution was stirred until the temperature reached −45° C. The reaction was evaporated and purified by silica gel chromatography to give 33 mg of 3-(1-acetyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-pyrrole-2,5-dione. (Yield 65 %).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06313143B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-47e02b4e3d9444bbb27f4dbce908eab9 |
| Source note | uspto-grants-2001_11 |