Ethanolamine → 2-(6-chloropyrazin-2-ylamino)ethanol

Temperature

80 °C

In a sealed tube, 2,6-dichloropyrazine (1 g, 6.71 mmol) was mixed with 2-aminoethanol (0.492 g, 8.05 mmol), Hunig's base (1.13 g, 8.73 mmol) in BuOH (7 mL) and the reaction mixture was heated to 80° C. over night. The mixture was concentrated in vacuo and the residue partitioned between NaHCO3 (20 mL) and EtOAc (100 mL). The organic phase was separated, washed with brine, dried over Na2SO4, filtered and evaporated to dryness to give the title compound (0.583 g, 50%) as a light yellow foam. MS: 174.1 (M+H+).

1. concentrationThe mixture was concentrated in vacuo
2. customthe residue partitioned between NaHCO3 (20 mL) and EtOAc (100 mL)
3. customThe organic phase was separated
4. washwashed with brine
5. dry with materialdried over Na2SO4
6. filtrationfiltered
7. customevaporated to dryness

ORD record

ord-0651662b5f2445acb5803f7bbfa2290b

Source dataset

uspto-grants-2016_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09260408B2