HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Carbonyldiimidazole → HCID 11045735, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | Indole-2-carboxylic acid | HCID 72899 | — |
| Reactant | 1-Boc-4-methylpiperazine | HCID 11401394 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 11045735 | HCID 11045735 | 51.1% |
Reaction Steps
Indole-2-carboxylic acid (5.2 g) in THF (200 mL) was treated with carbonyldiimidazole (4.8 g) and stirred at ambient temperature for 10 min whereupon 4-methyl-piperazine-1-carboxylic acid tert-butyl ester (5.0 g) was added. The mixture was stirred at ambient temperature for 72 h and the solvent removed under reduced pressure. The residue was dissolved in ethyl acetate and washed with saturated sodium bicarbonate solution. The organic portion was separated, dried over sodium sulfate and filtered, and solvent was evaporated to afford a solid. Recrystallization from hot ethanol afforded 4-(1H-Indole-2-carbonyl)-piperazine-1-carboxylic acid tert-butyl ester (4.2 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06803362B2 |
| Source dataset | uspto-grants-2004_10 |
| ORD ID | ord-62299f0dd73f47dab11d8eaa9271f525 |
| Source note | uspto-grants-2004_10 |