(4-AMINO-PHENYL)-MORPHOLIN-4-YL-METHANONE

(4-AMINO-PHENYL)-MORPHOLIN-4-YL-METHANONE Property

Melting point:

132-135°C

Boiling point:

426.9±40.0 °C(Predicted)

Density 

1.228±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

3.43±0.10(Predicted)

Appearance

Off-white to light brown Solid

CAS DataBase Reference

51207-86-4(CAS DataBase Reference)

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

HazardClass 

IRRITANT

HS Code 

2934999090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

(4-AMINO-PHENYL)-MORPHOLIN-4-YL-METHANONE Chemical Properties,Usage,Production

Uses

(4-Amino-Phenyl)-Morpholin-4-yl-Methanone is an morpholine derivative used in the preparation of tyrosine kinase inhibitors and other biologically active agents.

Synthesis

Step - (ii): Synthesis of (4-aminophenyl)(morpholino)methanone: Intermediate-8a (8.5 g, 35.9 mmol) was dissolved in methanol (200 mL), 10% Pd/C (850 mg) was added and stirred for 4 hours at room temperature under H2 atmosphere. After completion of the reaction, the reaction mixture was filtered through a diatomaceous earth pad and washed with excess methanol. The filtrate was concentrated in vacuum to afford the target product (7.0 g, 94.53%) as a light yellow solid.1H-NMR (400 MHz, DMSO-d6) δ: 7.12 (d, 2H, J = 8.4 Hz), 6.55 (d, 2H, J = 8.0 Hz), 5.5 (bs, 2H), 3.66-3.28 (m, 8H); MS (ES) m /z 207 (M + 1).

References

[1] Green Chemistry, 2018, vol. 20, # 1, p. 130 - 135
[2] Organic Letters, 2017, vol. 19, # 1, p. 194 - 197
[3] ACS Catalysis, 2015, vol. 5, # 3, p. 1526 - 1529
[4] Patent: WO2014/125410, 2014, A1. Location in patent: Page/Page column 26; 27
[5] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 9, p. 1615 - 1620