ChemicalBook > CAS DataBase List > 4-(Boc-Aminomethyl)piperidine

4-(Boc-Aminomethyl)piperidine

Product Name
4-(Boc-Aminomethyl)piperidine
CAS No.
135632-53-0
Chemical Name
4-(Boc-Aminomethyl)piperidine
Synonyms
TERT-BUTYL (PIPERIDIN-4-YLMETHYL)CARBAMATE;tert-Butyl N-(piperidin-4-ylmethyl)carbamate;PIP(4-BOC-AM);BUTTPARK 43\57-92;(BOC-4-AMINOMETHYL)PIPERIDINE;4-(BOC-AMINOMETHYL)PIPERIDINE;4-N-BOC-AMINOMETHYL PIPERIDINE;4-(2-BOC-AMINOMETHYL) PIPERIDINE;me: 4-(Boc-Aminomethyl)piperidine;4-(Boc-aminomethyl)piperidine,97%
CBNumber
CB4102632
Molecular Formula
C11H22N2O2
Formula Weight
214.3
MOL File
135632-53-0.mol
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4-(Boc-Aminomethyl)piperidine Property

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.
pka
12.72±0.46(Predicted)
form 
powder to crystal
color 
White to Almost white
CAS DataBase Reference
135632-53-0(CAS DataBase Reference)
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Safety

Hazard Codes 
C,Xi
Risk Statements 
34-36/38
Safety Statements 
26-36/37/39-45
RIDADR 
3259
Hazard Note 
Corrosive
HazardClass 
IRRITANT
HazardClass 
8
PackingGroup 
HS Code 
29333990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

H318Causes serious eye damage

Precautionary statements

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

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

P405Store locked up.

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N-Bromosuccinimide Price

TCI Chemical
Product number
B4444
Product name
4-(tert-Butoxycarbonylaminomethyl)piperidine
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$344
Updated
2025/07/31
TRC
Product number
B701450
Product name
tert-Butyl(Piperidin-4-ylmethyl)carbamate
Packaging
1g
Price
$75
Updated
2021/12/16
Matrix Scientific
Product number
016373
Product name
tert-Butyl (piperidin-4-ylmethyl)carbamate
Purity
95+%
Packaging
5g
Price
$48
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB36900
Product name
4-(N-Boc-aminomethyl)piperidine
Packaging
2g
Price
$50
Updated
2021/12/16
Frontier Specialty Chemicals
Product number
JK989088
Product name
4-(Boc-aminomethyl)piperidine
Purity
97%
Packaging
1g
Price
$67
Updated
2021/12/16
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4-(Boc-Aminomethyl)piperidine Chemical Properties,Usage,Production

Chemical Properties

4-Boc-aminomethylpiperidine contains a piperidine ring and an aminomethyl group, and the aminomethyl group is protected by a tert-butoxycarbonyl (Boc) group. This compound is commonly used as an intermediate in organic synthesis. The Boc protecting group is a common protecting group that protects the amine group in organic synthesis reactions. By adding the Boc protecting group, the amine group can be prevented from unwanted reactions while allowing other chemical reactions to take place. The tert-butoxycarbonyl protecting group can be removed under appropriate conditions before the amine group needs to be reduced.

Uses

4-(Boc-aminomethyl)piperidine is used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.

Synthesis

7144-05-0

49761-82-2

135632-53-0

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

4-(Boc-Aminomethyl)piperidine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 4-(Boc-Aminomethyl)piperidine manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
4-(Boc-Aminomethyl)piperidine 135632-53-0
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-22
Honest Joy Holdings Limited
Product
4-(Boc-Aminomethyl)piperidine 135632-53-0
Price
US $0.00/KG
Min. Order
1KG
Purity
97.8%
Supply Ability
100 tons
Release date
2022-01-25
Career Henan Chemical Co
Product
me: 4-(Boc-Aminomethyl)piperidine 135632-53-0
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1kg; 2kg;10kg; 100kg
Release date
2019-08-30

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