Synthetic Route of 109838-85-9, These common heterocyclic compound, 109838-85-9, name is (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
(S)-((2S,5R)-5-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazin-2-yl)(4-(trifluoromethyl)phenyl)methanol: To a mixture of (R)-2,5-dihydro-3,6-dimethoxy-2- isopropylpyrazine (5.2 tnL, 29 mmol)(commercially available from 3B Scientific Corporation Product List (Order Number 3B3-054672)) and THF (50 mL) at -78°C was added n-butyllithium (2.5 M solution in hexane, 12 mL, 31 mmol). The mixture was stirred for 15 minutes. The colorless solution turned light brown. A solution of 4- (trifluoromethyl)benzaldehyde (5.1 mL, 38 mmol)(commerciaHy available from 3B Scientific Corporation Product List (Order Number 3B4-3644)) in THF (50 mL) was added dropwise through a dropping funnel at -78°C. The mixture was stirred for 1 hour. The reaction mixture was diluted with EtOAc and washed with a mixed solution of aqueous Na2HPO4 and KH2PO4 solution (pH =8). The aqueous layer was extracted with EtOAc three times. The combined organic layers were washed with water and brine, dried over Na2SO4, and concentrated in vacuo. The crude residue was separated into two isomers by silica gel chromatography: 0-2percent- 10percent CH3CN-CH2CI2. The product was obtained as light yellow oil (2.3 g, 22 percent). LCMS (API-ES) m/z: 359 (M+H*).
The synthetic route of 109838-85-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; AMGEN INC.; WO2009/11871; (2009); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem