6-BROMO-3,4-DIHYDRO-2H-PYRIDO[3,2-B][1,4]OXAZINE Chemical Properties

Boiling point:

333.2±42.0 °C(Predicted)

Density 

1.619±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

2.83±0.20(Predicted)

Appearance

White to off-white Solid

Safety Information

HS Code 

2934999090

6-BROMO-3,4-DIHYDRO-2H-PYRIDO[3,2-B][1,4]OXAZINE Usage And Synthesis

Uses

6-?Bromo-?3,?4-?dihydro-2H-?Pyrido[3,?2-?b]?-?1,?4-?oxazine is a starting material and useful building blocks of various pharmaceuticals.

Synthesis

Step 4: To a solution of 6-bromo-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one (3.12 g, 13.7 mmol) in tetrahydrofuran (50 mL) was slowly added borane-tetrahydrofuran complex (33 mL, 33.0 mmol) at room temperature. The reaction mixture was heated to 90 °C and stirred continuously for 1.5 hours. Upon completion of the reaction, methanol (2.0 mL) was slowly added to quench the reaction and stirring was continued at 90 °C for 20 minutes. Subsequently, the reaction mixture was concentrated under reduced pressure to remove the solvent. The residue was dissolved in ethyl acetate, washed with saturated aqueous sodium bicarbonate, dried over anhydrous magnesium sulfate, and finally concentrated under reduced pressure to afford 6-bromo-3,4-dihydro-2H-pyrido[3,2-B][1,4]oxazine (3.17 g, 100% yield), the product was a yellow powder.1H-NMR (DMSO-d6) δ: 7.04 (1H, br s). 6.69 (1H, d, J = 7.8 Hz), 6.40 (1H, d, J = 7.8 Hz), 3.91 (2H, t, J = 4.2 Hz), 3.19-3.23 (2H, m).LC/MS (Method A): 1.44 min, [M + H]+ = 215.2.

References

[1] Patent: EP2341052, 2011, A1. Location in patent: Page/Page column 35; 36
[2] Patent: CN108623615, 2018, A. Location in patent: Paragraph 0388; 0389; 0390
[3] Patent: WO2013/169864, 2013, A2. Location in patent: Paragraph 00205

6-BROMO-3,4-DIHYDRO-2H-PYRIDO[3,2-B][1,4]OXAZINE(959992-62-2)Related Product Information

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