HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → HCID 86599844, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Methyl (1,3-benzothiazol-2-yl)acetate | HCID 358756 | — |
| Reactant | HCID 85863481 | HCID 85863481 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 86599844 | HCID 86599844 | 48% |
Reaction Steps
130 mg (ca. 0.65 mmol) crude 4-[(2-Fluoro-ethyl)-methyl-amino]-2-hydroxy-benzaldehyde and 202 mg (1.5 eq.) benzothiazol-2-yl-acetic acid methyl ester are dissolved in 3 mL acetonitrile and 6 mL benzene, treated with 0.14 mL (2 eq.) piperidine and heated to reflux for 45 minutes. After cooling to room temperature, the crude product is extracted with AcOEt/isopropanol 9:1 and saline, dried over sodium sulfate and evaporated. The crude product is dissolved in 20 mL methanol, and slowly concentrated down to 10 mL at 50° C. The orange crystals are filtered and dried under high vacuum to yield 110 mg (48%) desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07569337B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-7735075ce7d0495dbc0e7306a9d15700 |
| Source note | uspto-grants-2009_08 |