HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 59588790, compound → HCID 23728853, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 59588790 | HCID 59588790 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 23728853 | HCID 23728853 | 30% |
Reaction Conditions
| Temperature | 160 °C |
|---|
Reaction Steps
To a solution of 6-bromo-2-(4-cyclopentylpiperazin-1-yl)benzothiazole (0.54 g, 1.50 mmol) in N-methylpyrrolidin-2-one (100 mL) was added copper(I)iodide (344 mg, 1.80 mmol) and copper(I)cyanide (270 mg, 3.0 mmol). The mixture was heated at 160° C. for 4 h, then allowed to cool to room temperature and filtered. The filtercake was washed with ethyl acetate and the filtrate was extracted with ethyl acetate. The combined organic extracts were washed with brine, dried (Na2SO4) and concentrated under reduced pressure. The residue was purified by preparative HPLC to afford 140 mg (30%) of 2-(4-cyclopentylpiperazin-1-yl)benzothiazole-6-carbonitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394842B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-1b2341fe9c1a4832b9e750dbd2e4cc89 |
| Source note | uspto-grants-2013_03 |