| Identification | More | [Name]
tert-Butyl N-[4-(aminomethyl)phenyl]carbamate | [CAS]
220298-96-4 | [Synonyms]
1-(N-BOC-AMINOMETHYL)-4-(AMINOMETHYL)BENZENE
2-(4-CHLOROPHENOXY)MALONDIALDEHYDE
4-(AMINOMETHYL)-1-N-BOC-ANILINE
(4-AMINOMETHYL-BENZYL)-CARBAMIC ACID TERT-BUTYL ESTER
(4-AMINOMETHYL-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER
4-(TERT-BUTOXYCARBONYLAMINO)BENZYLAMINE
TERT-BUTYL 4-(AMINOMETHYL)PHENYL CARBAMATE
TERT-BUTYL N-[4-(AMINOMETHYL)BENZYL] CARBAMATE
TERT-BUTYL N-[4-(AMINOMETHYL)PHENYL]CARBAMATE
4-(Aminomethy)-1-N-Boc-aniline | [Molecular Formula]
C12H18N2O2 | [MDL Number]
MFCD02183573 | [Molecular Weight]
222.28 | [MOL File]
220298-96-4.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,C | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R34:Causes burns.
R22:Harmful if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S22:Do not breathe dust . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
2922290090 |
| Hazard Information | Back Directory | [Uses]
4-(Boc-amino)benzylamine is used in preparation of degradation agents for Cyclin dependent kinase useful for the treatment of cancer. | [Synthesis]
General procedure for the synthesis of 4-aminomethyl-N-Boc-aniline from N-BOC-4-aminobenzonitrile: 4-(tert-butoxycarbonylamino)benzyl cyanide (1 g, 4.58 mmol) was dissolved in a solvent mixture of THF/isopropanol (1:1, 142 mL) and 10% Pd/C (Degussa type E101, 0.56 g, 0.26 mmol) was added . The reaction system was added via syringe under nitrogen protection. After purging the reaction mixture with nitrogen, it was hydrogenated overnight under 50 psi hydrogen pressure. Upon completion of the reaction, the catalyst was removed by Celite filtration. The filter cake was washed thoroughly with isopropanol (100 mL) and THF (100 mL). The filtrate was concentrated in vacuum and the resulting crude product was purified by silica gel column chromatography and separated using a methanol solution of DCM/2M ammonia (gradient elution procedure: 1:0 to 95:5 for 30 min; 95:5 for 3 min; 95:5 to 9:1 for 30 min; 9:1 for 30 min) to afford the target product, 4-aminomethyl-N-Boc-aniline (0.364 g, 36% yield) . Mass spectrum (ES-) m/z: 220.1 ([M-H]-). | [References]
[1] Patent: WO2007/28083, 2007, A2. Location in patent: Page/Page column 112 |
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