HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-(3-(3-(3-(Pyridin-3-yl)pyrrolidin-1-yl)pyrazin-2-yl)azetidin-1-yl)quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-(Pyrrolidin-3-yl)pyridine | HCID 3613651 | — |
| Reactant | 2-(3-(3-Chloropyrazin-2-yl)azetidin-1-yl)quinoline | HCID 58546741 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 2-(3-(3-(3-(Pyridin-3-yl)pyrrolidin-1-yl)pyrazin-2-yl)azetidin-1-yl)quinoline | HCID 58547434 | — |
Reaction Conditions
| Temperature | 110 °C |
|---|
Reaction Steps
To a 3 mL vial was added 2-(3-(3-chloropyrazin-2-yl)azetidin-1-yl)quinoline (0.04000 g, 0.135 mmol), 3-(pyrrolidin-3-yl)pyridine (commerically available at Array Biopharma, 0.040 g, 0.270 mmol), and triethylamine (commerically available at Sigma Aldrich, 0.038 ml, 0.270 mmol) in DMSO (Solvent Volume: 0.449 ml) and the reaction was stirred at 110° C. overnight. Upon completion, the reaction was filtered into a 24 well plate and purified by reverse phase purification using the following conditions: (Instrumentation: MS—Waters SQ; UV—Waters 2487 or Waters PD; Solvents: A: Water w/0.1% NH4OH B: Acetonitrile w/0.1% NH4OH; Column: Phenomenex Gemini-NX C18 110A 5 um 21×100; Flow Rate: 44 mL/min. 10 min Method, variable gradient over 8 mins.)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08957073B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-db376689e1894799817c6a12ff5a91b0 |
| Source note | uspto-grants-2015_02 |