HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 178510000, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 6-Chloropyridazine-3-carbonitrile | HCID 13382871 | — |
| Reactant | HCID 178419834 | HCID 178419834 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178510000 | HCID 178510000 | 24% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
A mixture of 1-(piperidin-3-yl)-3,6-dihydropyrazolo[4,3-d]pyrrolo[2,3-b]pyridine (0.16 g, 0.65 mmol, Example #26, Step E) and 6-chloropyridazine-3-carbonitrile (0.090 g, 0.65 mmol) with DIEA (0.37 mL, 2.12 mmol) in EtOH (3 mL) was heated at about 120° C. for about 15 min in a microwave reactor (250 psi maximum pressure, 1 min ramp, 300 max watts). The crude material was purified by RP-HPLC (Table 2, Method h) to give 6-(3-(3,6-dihydropyrazolo[4,3-d]pyrrolo[2,3-b]pyridin-1-yl)piperidin-1-yl)pyridazine-3-carbonitrile (0.016 g, 24%): LC/MS (Table 2, Method a) Rt=1.76 min; m/z: 345 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365579B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-95879f6ab6904802971e7f63d755f33d |
| Source note | uspto-grants-2016_06 |