HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 2-(4-Isopropylpiperazin-1-yl)benzothiazole-5-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 5-Bromo-2-(4-isopropylpiperazin-1-yl)benzothiazole | HCID 59588800 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(4-Isopropylpiperazin-1-yl)benzothiazole-5-carbaldehyde | HCID 59588793 | — |
Reaction Conditions
| Temperature | -78 °C |
|---|
Reaction Steps
To a solution of 5-bromo-2-(4-isopropylpiperazin-1-yl)benzothiazole (300 mg, 0.88 mmol) in dry THF was added n-BuLi dropwise over 10 min at −78° C. After 30 min, DMF was added dropwise at −78° C. The reaction mixture was then stirred for 1.5 h at −78° C., quenched with water and extracted with ethyl acetate to give a residue which was purified by column chromatography on silica gel (eluent: 1% dichloromethane in methanol). This afforded 240 mg (94%) of 2-(4-isopropylpiperazin-1-yl)benzothiazole-5-carbaldehyde.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772285B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-d3307fe50613436394003ad666821736 |
| Source note | uspto-grants-2014_07 |