HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 6-(3,5-Bis-tert-butoxycarbonylamino-piperidin-1-yl)-3-chloro-pyridazine-4-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3,6-Dichloropyridazine-4-carboxylic acid | HCID 433804 | — |
| Reactant | rac-tert-butyl N-[(3S,5R)-5-{[(tert-butoxy)carbonyl]amino}piperidin-3-yl]carbamate | HCID 21103719 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-(3,5-Bis-tert-butoxycarbonylamino-piperidin-1-yl)-3-chloro-pyridazine-4-carboxylic acid | HCID 58865519 | 51.2% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of 3,6-Dichloro-pyridazine-4-carboxylic acid (201) (400 mg, 2 mmol) and (3R,5S)-3,5-bis-tert butoxy carbonyl amino piperdine (4) (1.3 g, 4 mmol) in 14 ml DMF containing iPr2NEt (718 ∥l, 4 mmol) was heated at 100° C. for 25.6 h with shaking. The solvent was removed under reduced pressure. After HPLC purification, compound 207 (483 mg, 51.1%) was obtained as a solid. LC-MS (ESI): m/e=472.3 [M+1]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07223759B2 |
| Source dataset | uspto-grants-2007_05 |
| ORD ID | ord-fda00138062b4a6db712dd8754128ca8 |
| Source note | uspto-grants-2007_05 |