HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 45257316, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 2-Chloro-1-phenyl-1H-indole-3-carboxylic acid | HCID 99524 | — |
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Reactant | HOAt | HCID 181649 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 45257316 | HCID 45257316 | 93.2% |
Reaction Steps
To a solution of 2-chloro-1-phenyl-1H-indole-3-carboxylic acid (cf. CA 1079739) (3.00 g, 11.0 mmol), tert-butyl 1-piperazinecarboxylate (2.06 g, 11.0 mmol), EDC (2.33 g, 12.1 mmol) and HOAT (1.73 g, 12.7 mmol) in DMF (12 ml) was added NMM (3.65 ml, 33.1 mmol), and the reaction mixture was stirred at room temperature overnight. The mixture was quenched with water and extracted with EA. The organic layer was separated, dried over sodium sulfate, filtered, and evaporated under reduced pressure. The residue was purified by silica gel chromatography (EA/HEP 1:3). 4.51 g of the title compound were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08211885B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-e06ce66d7f9340c59168a5b30bd7d9f8 |
| Source note | uspto-grants-2012_07 |