| | Identification | More |  | [Name] 
 4-(Morpholinomethyl)aniline
 |  | [CAS] 
 51013-67-3
 |  | [Synonyms] 
 4-(4-MORPHOLINYLMETHYL)ANILINE
 4-(MORPHOLIN-4-YLMETHYL)ANILINE
 4-MORPHOLIN-4-YLMETHYL-PHENYLAMINE
 4-(MORPHOLINOMETHYL)ANILINE
 AKOS BBS-00006785
 AKOS MSC-0181
 ASISCHEM U94603
 BUTTPARK 98\57-95
 CHEMBRDG-BB 4011238
 TIMTEC-BB SBB010875
 4-MORPHOLIN-4-YLMETHYLPHENYLAMINE 95%
 |  | [Molecular Formula] 
 C11H16N2O
 |  | [MDL Number] 
 MFCD03659020
 |  | [Molecular Weight] 
 192.26
 |  | [MOL File] 
 51013-67-3.mol
 | 
 | Safety Data | Back Directory |  | [Hazard Codes ] 
 Xi,C
 |  | [Risk Statements ] 
 R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
 R34:Causes burns.
 |  | [Safety Statements ] 
 S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
 S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
 S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
 S22:Do not breathe dust .
 |  | [HazardClass ] 
 IRRITANT
 |  | [HS Code ] 
 2934999090
 | 
 | Hazard Information | Back Directory |  | [Uses] 
 4-(Morpholinomethyl)aniline is an aniline derivative used in the preparation of tyrosine kinase inhibitors.
 |  | [Synthesis] 
 
 General procedure for the synthesis of 4-morpholinomethylaniline from 4-(4-nitrobenzyl)morpholine: 4-(4-nitrobenzyl)morpholine (2.22 g, 10 mmol) was dissolved in methanol under nitrogen atmosphere and 200 mg of Pd/C catalyst was added. Hydrogen was then passed through to carry out the hydrogenation reaction, which lasted for 6 hours. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was collected. The filtrate was concentrated to give 1.83 g of 4-morpholinomethylaniline solid in 95% yield. |  | [References] 
 [1] Journal of Medicinal Chemistry,  2008,  vol. 51,  # 12,  p. 3507 - 3525
 [2] RSC Advances,  2015,  vol. 5,  # 58,  p. 47125 - 47130
 [3] Patent: CN106432235,  2017,  A. Location in patent: Paragraph 0091; 0092
 [4] Organic Process Research and Development,  2006,  vol. 10,  # 3,  p. 493 - 499
 [5] Journal of Medicinal Chemistry,  2018,  vol. 61,  # 4,  p. 1499 - 1518
 | 
 |  |