4-[(4-Fluorophenyl)methyl]-2-morpholinemethanamine Chemical Properties

Boiling point:

317.4±27.0 °C(Predicted)

Density 

1.145±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,2-8°C

solubility 

Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)

pka

9.37±0.29(Predicted)

form 

Oil

color 

Pale Yellow to Light Yellow

InChI

InChI=1S/C12H17FN2O/c13-11-3-1-10(2-4-11)8-15-5-6-16-12(7-14)9-15/h1-4,12H,5-9,14H2

InChIKey

JHSPPBBJOLKJDH-UHFFFAOYSA-N

SMILES

N1(CC2=CC=C(F)C=C2)CCOC(CN)C1

Safety Information

HS Code 

2934999090

4-[(4-Fluorophenyl)methyl]-2-morpholinemethanamine Usage And Synthesis

Chemical Properties

Clear Pale Yellow Oil

Uses

Mosapride intermediate.

Synthesis

General procedure for the synthesis of 2-aminomethyl-4-(4-fluorobenzyl)-morpholine from N-(2,3-epoxypropyl)phthalimide and 2-(4-fluorobenzylamino)ethanol: 2-(4-fluorobenzylamino)ethanol (28.7 g, 0.17 mol) and N-(2,3-epoxypropyl)phthalimide (35.0 g, 0.13 mol) were added to the reaction kettle. The reaction was heated to 70-80°C and held for 3 hours. Subsequently, sulfuric acid was slowly added dropwise at 70-90°C and the reaction was continued at 125-145°C for 2.5 hours. Upon completion of the reaction, the mixture was transferred to cold water, cooled to 0°C, crystallized and filtered. The filtrate was neutralized with sodium hydroxide, extracted with chloroform, dried the organic phase and concentrated to dryness to give 4-(4-fluorobenzyl)-2-aminomethylmorpholine as a light yellow oil (yield: 75.1%, purity: 80.2%).

References

[1] Patent: CN108341788, 2018, A. Location in patent: Paragraph 0074; 0075; 0076
[2] Chemical and Pharmaceutical Bulletin, 1996, vol. 44, # 8, p. 1484 - 1492
[3] Patent: CN108129414, 2018, A. Location in patent: Paragraph 0050; 0053; 0054

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