(4-Amino-phenyl)-morpholin-4-yl-methanone

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(4-Amino-phenyl)-morpholin-4-yl-methanone Basic information
Product Name:(4-Amino-phenyl)-morpholin-4-yl-methanone
Synonyms:CHEMBRDG-BB 3000462;BUTTPARK 19\02-43;ART-CHEM-BB B000462;(4-AMINOPHENYL)(MORPHOLINO)METHANONE;4-AMINOBENZOIC ACID, MORPHOLIDE;4-(MORPHOLIN-4-YLCARBONYL)PHENYLAMINE;AKOS B000462;TIMTEC-BB SBB000456
CAS:51207-86-4
MF:C11H14N2O2
MW:206.24
EINECS:
Product Categories:Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Amines
Mol File:51207-86-4.mol
(4-Amino-phenyl)-morpholin-4-yl-methanone Structure
(4-Amino-phenyl)-morpholin-4-yl-methanone Chemical Properties
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
pka3.43±0.10(Predicted)
AppearanceOff-white to light brown Solid
CAS DataBase Reference51207-86-4(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36/37/39
HazardClass IRRITANT
HS Code 2934999090
MSDS Information
(4-Amino-phenyl)-morpholin-4-yl-methanone Usage And Synthesis
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
MORPHOLINO(4-NITROPHENYL)METHANONE

5397-76-2

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

51207-86-4

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
(4-Amino-phenyl)-morpholin-4-yl-methanone Preparation Products And Raw materials
Raw materialsMorpholine-->Morpholino(4-nitrophenyl)methanone-->4-Aminobenzoic acid-->Hydrogen-->Methanol-->Activated carbon-->Palladium
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