| Identification | More | [Name]
4-(Boc-Aminomethyl)piperidine | [CAS]
135632-53-0 | [Synonyms]
4-(2-BOC-AMINOMETHYL) PIPERIDINE
4-AMINOMETHYLPIPERIDINE, BOC PROTECTED
4-(BOC-AMINOMETHYL)PIPERIDINE
4-N-BOC-AMINOMETHYL PIPERIDINE
4-(T-BUTYLOXYCARBONYL-AMINOMETHYL)-PIPERIDINE
4-(TERT-BUTOXYCARBONYLAMINOMETHYL)PIPERIDINE
4-(TERT-BUTYLOXYCARBONYL-AMINOMETHYL)-PIPERIDINE
(BOC-4-AMINOMETHYL)PIPERIDINE
BUTTPARK 43\57-92
PIP(4-BOC-AM)
PIPERIDIN-4-YLMETHYL-CARBAMIC ACID TERT-BUTYL ESTER
TERT-BUTYL N-(4-PIPERIDINYLMETHYL)CARBAMATE
tert-butyl n-(4-piperidylmethyl)carbamate
TERT-BUTYL (PIPERIDIN-4-YLMETHYL)CARBAMATE
4-(Aminomethyl)piperidine, 4-BOC protected
4-(Aminomethyl)piperidine, 4-BOC protected 95%
(BOC-4-aminomethyl)piperidine, min. 95 % | [Molecular Formula]
C11H22N2O2 | [MDL Number]
MFCD01631214 | [Molecular Weight]
214.3 | [MOL File]
135632-53-0.mol |
| Chemical Properties | Back Directory | [Melting point ]
106 °C | [Boiling point ]
321.8±15.0 °C(Predicted) | [density ]
0.981±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Soluble in DMSO. | [form ]
powder to crystal | [pka]
12.72±0.46(Predicted) | [color ]
White to Almost white | [CAS DataBase Reference]
135632-53-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
C,Xi | [Risk Statements ]
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) . | [RIDADR ]
3259 | [Hazard Note ]
Corrosive | [HazardClass ]
8 | [HazardClass ]
IRRITANT | [PackingGroup ]
Ⅲ | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Uses]
4-(Boc-aminomethyl)piperidine is used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff. | [Synthesis]
General procedure: 4-aminomethylpiperidine (3.6 g) and 1-BOC-imidazole (5.3 g) were dissolved in toluene (80 mL), and the reaction was stirred at 25°C overnight. After completion of the reaction, the solution was concentrated and the residue was purified by silica gel column chromatography (eluent: EtOAc/hexane=1/2) to afford Intermediate 227-I (4.7 g) in 70% yield. Intermediate 227-I (4.7 g) and triethylamine (2.7 mL) were dissolved in 1-pentanol (20 mL), 2,4-dichloro-6-aminopyrimidine (5.4 g) was added, and the reaction was carried out at 120 °C for 12 hours. After completion of the reaction, the solvent was removed and the residue was purified by silica gel column chromatography (eluent: EtOAc/hexane=1/9) to afford Intermediate 227-II (5.2 g) in 70% yield. Intermediate 227-II (1.0 g) was treated with 1 M HCl (20 mL) in CH2Cl2 (10 mL) and stirred at room temperature for 8 hours. After completion of the reaction, the solution was concentrated, the residue neutralized with NH4OH and extracted with CH2Cl2. The organic layer was separated and concentrated, and the residue was purified by silica gel column chromatography (eluent: MeOH) to afford Intermediate 227-III (636 mg) in 90% yield. Intermediate 222-III (790 mg) was added to a solution of intermediate 227-III (450 mg) in MeOH (20 mL) and stirred at 25 °C for 2 hours. Then NaBH(OAc)3 (2.0 g) was added and the reaction was continued at 25 °C for 12 hours. After completion of the reaction, the solution was concentrated, saturated NaHCO3 solution was added and extracted with CH2Cl2. The organic layer was separated and concentrated, and the residue was purified by silica gel column chromatography (eluent: MeOH) to afford intermediate 227-IV (539 mg) in 60% yield. N1-morpholino-N1-piperazine ethane (240 mg) was added to a 1-pentanol (1 mL) solution of Intermediate 227-IV (160 mg) and stirred at 120 °C for 8 hours. After completion of the reaction, the solution was concentrated and the residue was purified by silica gel column chromatography (eluent: EtOAc/MeOH=5/1) to afford Intermediate 227-V (85 mg) in 40% yield. 20% TFA/CH2Cl2 (1 mL) was added to a solution of CH2Cl2 (1 mL) of intermediate 227-V (85 mg) and stirred at room temperature for 8 hours. After completion of the reaction, the solvent was removed and the residue was purified by silica gel column chromatography (eluent: 21% NH3(aq)/MeOH=1/19) to afford compound 227 (65 mg) in 90% yield. Finally, compound 227 was treated with a solution of CH2Cl2 (1 mL) in 1M HCl (1 mL) for 0.5 hours. After removal of the solvent, the residue was treated with ether and filtered to give the hydrochloride salt of compound 227.CI-MS (M++1): 544.4. | [References]
[1] Patent: US2006/281712, 2006, A1. Location in patent: Page/Page column 108-109 |
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