HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2-(6-Chlorohex-1-ynyl)pyridin-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chloro-3-pyridylamine | HCID 80528 | — |
| Reactant | 1,4-Bis(diphenylphosphino)butane | HCID 82124 | — |
| Reactant | 6-Chloro-1-hexyne | HCID 272001 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-(6-Chlorohex-1-ynyl)pyridin-3-amine | HCID 66727624 | 14.4% |
Reaction Steps
A mixture of 2-chloropyridin-3-amine (2571 mg), K2CO3 (8292 mg), Pd(OAc)2 (180 mg), dppb (682 mg) and CH3CN (25 mL) was stirred at room temperature under Ar atmosphere for 30 min. 6-Chlorohex-1-yne (2565 mg) was added to the mixture, and the mixture was stirred at 80° C. under Ar atmosphere for 24 h. The mixture was filtrated and insoluble material was washed with CH3CN. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (AcOEt/hexane) to give the title compound (600 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09029536B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-671f0a580971406aae01033702553235 |
| Source note | uspto-grants-2015_05 |