(S)-2-Methyl-morpholine Chemical Properties

Boiling point:

137℃

Density 

0.891

Flash point:

41℃

storage temp. 

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

pka

9.01±0.40(Predicted)

Appearance

Colorless to light yellow Liquid

optical activity

Consistent with structure

Safety Information

RIDADR 

1993

HazardClass 

3

PackingGroup 

Ⅲ

HS Code 

2934999090

(S)-2-Methyl-morpholine Usage And Synthesis

Uses

(S)-2-Methylmorpholine is a reactant in the synthesis of imidazo[1,2-a]-pyrimidin-5(1H)-ones as PI3K-beta selective inhibitors.

Synthesis

General procedure for the synthesis of (S)-2-methylmorpholine from the compound (CAS: 74572-10-4): (2S)-2-methyl-4-(4-methylphenyl)sulfonylmorpholine (EE2, 13.26 g, 51.93 mmol), phenol (9.77 g, 103.86 mmol), and an acetic acid solution of 33% HBr (89 mL, 363.52 mmol) were mixed and stirred at room temperature for 6 hours. After completion of the reaction, the reaction mixture was evaporated to dryness. The crude product obtained was ground with ether (Et2O) to form a solid, which was collected by filtration and dried under vacuum to afford (2S)-2-methylmorpholine hydrobromide (6.77 g, 72% yield) as a white solid.1H NMR (400 MHz, DMSO) δ 1.18 (3H, d), 2.74 (1H, t), 3.01 (1H, td) 3.23 (1H, d), 3.26 (1H, d), 3.73 (1H, td), 3.79 (1H, dqd), 3.98 (1H, dd), 8.86 (2H, s).

References

[1] Patent: WO2010/136778, 2010, A1. Location in patent: Page/Page column 85
[2] Tetrahedron, 1980, vol. 36, p. 409 - 415

(S)-2-Methyl-morpholine(74572-13-7)Related Product Information

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• METHYL MORPHOLINE OXIDE,N-METHYL MORPHOLINE-N-OXIDE, 50% W/W SOLN. IN WATER,N-Methyl morpholine-N-oxide, 60% w/w soln. in water
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