HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3-Dichloropyrazine → 4-(3-Chloropyrazin-2-YL)tetrahydro-2H-pyran-4-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3-Dichloropyrazine | HCID 78575 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | Oxane-4-carbonitrile | HCID 11815837 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-(3-Chloropyrazin-2-YL)tetrahydro-2H-pyran-4-carbonitrile | HCID 59351305 | — |
Reaction Steps
To a solution of 2,3-dichloropyrazine (1.219 g, 8.18 mmol) and tetrahydro-2H-pyran-4-carbonitrile (1 g, 9.00 mmol) in Toluene (16.36 mL) at room temperature was added LiHMDS (18.00 mL, 18.00 mmol) dropwise. The reaction mixture was stirred overnight at room temperature. Reaction was quenched with saturated NH4Cl and extracted with EtOAc. Two purifications with Biotage (0-10% MeOH/DCM & 0-100% EtOAc/Hexane) were conducted to isolate product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08053438B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-b92a8efba7ce461dac88d79a9eea409b |
| Source note | uspto-grants-2011_11 |