Dichloromethane → HCID 178516729, Verbindung

A pressure-resistant vessel was charged with 5-chloro-2-methoxypyrido[3,4-b]pyrazine (5.0 g, 26 mmol) and DCE (25 mL). To this was added a 1M solution of boron tribromide in dichloromethane (82 mL, 82 mmol) slowly via syringe. The vessel was sealed, and the reaction was stirred at ambient temperature overnight. After 16 hours, the reaction was quenched by slow addition of the reaction mixture into a beaker containing methanol (100 mL) and ice. The resulting yellow solution was concentrated to a tan slurry, which was triturated with ethyl acetate (50 mL). The off-white precipitate was collected by vacuum filtration, washed with ethyl acetate, and dried in vacuo to provide the title compound (7.2 g, 40 mmol, 155% yield) along with some bromide salts. LC/MS (ESI+) m/z: 182.1 (M+H+).

1. customThe vessel was sealed
2. waitAfter 16 hours
3. customthe reaction was quenched by slow addition of the reaction mixture into a beaker
4. additioncontaining methanol (100 mL) and ice
5. concentrationThe resulting yellow solution was concentrated to a tan slurry, which
6. customwas triturated with ethyl acetate (50 mL)
7. filtrationThe off-white precipitate was collected by vacuum filtration
8. washwashed with ethyl acetate
9. customdried in vacuo

ORD-Eintrag

ord-b1d85059bf9d4a3090b22293dbddaa16

Quelldatensatz

uspto-grants-2016_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09309263B2