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52463-33-9

2,6-NAPHTHYRIDINE, 3-CHLORO- synthesis

4synthesis methods
-

Yield:52463-33-9 5.25%

Reaction Conditions:

with P,P-dichlorophenylphosphine oxide at 125; for 3 h;

Steps:

1.264.4 Step 4

Into a 250 mL round-bottom flask were placed 2,4-dihydro-1H-2,6- naphthyridin-3-one (6.00 g, 40.49 mmol, 1.00 equiv) and phenylphosphonic dichloride (60.00 mL). The resulting solution was stirred for 3 h at 125 °C. The reaction mixture was cooled to room temperature. The pH value of the solution was adjusted to 8 with Sat. NaHCO3. The resulting solution was extracted with 3x300 mL of dichloromethane and the organic layers combined, dried over anhydrous sodium sulfate and concentrated. The residue was applied onto a silica gel column with THF/PE (30%). This resulted in 350 mg (5.25%) of 3-chloro-2,6-naphthyridine as a yellow solid. LCMS (ES) [M+1]+ m/z: 165

References:

WO2021/222483,2021,A1 Location in patent:Paragraph 1325; 1329