HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → N-[2-(4-Amino-furazan-3-yl)-1-ethyl-1H-imidazo[4,5-c]pyridin-7-ylmethyl]-N-piperidin-4-yl-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-{[2-(4-Amino-furazan-3-yl)-1-ethyl-1H-imidazo[4,5-c]pyridin-7-ylmethyl]-amino}-piperidine-1-carboxylic Acid Tert-Butyl Ester | HCID 69159473 | — |
| Solvent | Dichloromenthane | HCID 21946423 | — |
| Product | N-[2-(4-Amino-furazan-3-yl)-1-ethyl-1H-imidazo[4,5-c]pyridin-7-ylmethyl]-N-piperidin-4-yl-acetamide | HCID 59681782 | 59% |
Reaction Steps
The title compound from Example 191, Step 2 (145 mg, 0.3 mmol) in dichloromenthane at 0° C. was treated with potassium carbonate (90 mg, 0.66 mmol) followed by acetyl chloride (26 mg, 0.33 mL), and the mixture was stirred at room temperature for 1 hour. Purification of the residue by silica gel chromatography eluting with 10% methanol/dichloromethane afforded the title compound (68 mg, 10%). MS (ES+) m/e 484 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07348339B2 |
| Source dataset | uspto-grants-2008_03 |
| ORD ID | ord-88090faa2f0d4f05ac9f784c1cb1c44f |
| Source note | uspto-grants-2008_03 |