Home Cart Sign in  
Chemical Structure| 144222-22-0 Chemical Structure| 144222-22-0
Chemical Structure| 144222-22-0

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of 1-Boc-4-(aminomethyl)piperidine

CAS No. :144222-22-0
Formula : C11H22N2O2
M.W : 214.30
SMILES Code : NCC1CCN(C(OC(C)(C)C)=O)CC1
MDL No. :MFCD01076207
InChI Key :KLKBCNDBOVRQIJ-UHFFFAOYSA-N
Pubchem ID :736817

Safety of 1-Boc-4-(aminomethyl)piperidine

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 1-Boc-4-(aminomethyl)piperidine

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 144222-22-0 ]

[ 144222-22-0 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 38871-41-9 ]
  • [ 144222-22-0 ]
  • [ 261767-14-0 ]
  • 2
  • [ 31872-62-5 ]
  • [ 144222-22-0 ]
  • [ 173604-55-2 ]
YieldReaction ConditionsOperation in experiment
100% In methanol; for 2h;Heating / reflux; [0538] A solution of 643 mg (3.00 mmol) tert. butyl-4-aminomethyl-piperidin-1-carboxylate and 471 mg (3.00 mmol) <strong>[31872-62-5]4-methoxy-3-nitro-pyridine</strong> in 5 mL MeOH was refluxed for 2 hours and then evaporated down i. vac. The crude product was purified by column chromatography (silica gel, gradient dichloromethane/MeOH 100:0-->19:1 v/v) (Yield: 1.010 g, quantitative). [0539] The intermediate product was added to a suspension of 500 mg Raney nickel in 30 mL MeOH and the mixture was hydrogenated for 6 hours at 50° C. and 50 psi H2-pressure. The catalyst was filtered off and the filtrate evaporated i. vac. The crude product was purified by column chromatography (Alox (neutral, activity II-III), Gradient dichloromethane/MeOH 99:1-->19:1 v/v) purified. [0540] Yield: 0.480 g (53percent of theory) [0541] Rf=0.15 (silica gel, dichloromethane/MeOH 19/1 v/v) [0542] ESI-MS: (M+H)+=307
  • 3
  • [ 389602-62-4 ]
  • [ 68957-94-8 ]
  • [ 144222-22-0 ]
  • [ 389601-23-4 ]
YieldReaction ConditionsOperation in experiment
38% With 4-methyl-morpholine; In dichloromethane; EXAMPLE 18 N-(N-tert.butoxycarbonyl-piperidin-4-yl-methyl)-3-(4'-trifluoromethylbiphenyl-2-carbonylamino)-benzoic acid amide Prepared analogously to Example 7 from 3-(4'-trifluoromethylbiphenyl-2-carbonylamino)-benzoic acid and N-tert.butoxy-carbonyl-piperidin-4-yl-methylamine in dichloromethane with the addition of propanephosphonic acid cycloanhydride and N-methylmorpholine. Yield:38% of theory Rf value:0.68 (silica gel; dichloromethane/ethanol=9:1)
  • 4
  • [ 17794-48-8 ]
  • [ 80029-43-2 ]
  • [ 144222-22-0 ]
  • 1-(tert-butoxycarbonyl)-4-[{N-(3-(trifluoromethyl)benzoyl)glycyl}aminomethyl]piperidine [ No CAS ]
YieldReaction ConditionsOperation in experiment
85% With triethylamine; In dichloromethane; water; Reference Example 29 Preparation of 1-(tert-Butoxycarbonyl)-4-[{N-(3-(trifluoromethyl)benzoyl)glycyl}aminomethyl]piperidine N-{3-(Trifluoromethyl)benzoyl}glycine (4.22 g, 17.0 mmol), EDCI (4.25 g, 22.1 mmol), 1-hydroxybenzotriazole hydrate (2.99 g, 22.1 mmol) and Et3N (1.72 g) were added to a solution of 1-(tert-butoxycarbonyl)-4-(aminomethyl)piperidine (4.03 g) in dry CH2Cl2 (200 mL). The reaction mixture was stirred at 25 C. for 20 h. H2O (100 mL) was added to the reaction mixture and the mixture was extracted with CH2Cl2 (2*50 mL). The combined extracts were washed with H2O (2*50 mL), brine (50 mL) and dried (MgSO4). The solvent was removed under reduced pressure to afford an yellow oil which was purified by column chromatography (SiO2, 70% EtOAc-hexane) to give 1-(tert-butoxycarbonyl)-4-[{N-(3-(trifluoromethyl)benzoyl)glycyl}aminomethyl]piperidine as a white solid (6.39 g, 85%): 1H-NMR (CDCl3, 300 MHz) delta1.4 (s, 9H), 1.0-1.8 (m, 5H), 2.6-2.8 (m, 2H), 3.15-3.3 (m, 2H), 4.0-4.3 (m, 4H), 6.6-6.7 (m, 1H), 7.64 (s, 1H), 7.60 (dd, 1H, J=7.2, 7,2 Hz), 7.79 (d, 1H, J=7,2 Hz), 8.0 (d, 1H, J=7.2 Hz), 8.11 (s, 1H); The purity was determined by RPLc/MS (97); ESI/MS m/e 444.3 (M++H, C21H28F3N3O4).
85% With triethylamine; In dichloromethane; water; [Reference Example 29] Synthesis of 1-(tert-butoxycarbonyl)-4-[[N-(3-(trifluoromethyl)benzoyl)glycyl]aminomethyl]piperidine N-[3-(Trifluoromethyl)benzoyl]glycine (4.22 g, 17.0 mmol), EDCI (4.25 g, 22.1 mmol), 1-hydroxybenzotriazole hydrate (2.99 g, 22.1 mmol) and triethylamine (1.72 g) were added to an anhydrous dichloromethane (200 mL) solution of 1-(tert-butoxycarbonyl)-4-(aminomethyl)piperidine (4.03 g). The resulting reaction mixture was stirred at 25 C for 20 hours, and H2O (100 mL) was then added to the mixture. The obtained mixture was extracted with dichloromethane (50 mL * 2). The extracts were combined, washed with H2O (50 mL * 2) and brine (50 mL), dried (over MgSO4) and concentrated to thereby afford a yellow oil. The obtained crude product was purified by column chromatography (SiO2,70% ethyl acetate-hexane) to provide 1-(tert-butoxycarbonyl)-4-[[N-(3-(trifluoromethyl)benzoyl)glycyl]aminomethyl]piperidine as a white solid (6.39 g, 85%). 1H NMR(CDCl3, 300MHz) delta 1.4 (s, 9H), 1.0-1.8 (m, 5H), 2.6-2.8 (m, 2H), 3.15-3.3 (m, 2H), 4.0-4.3 (m, 4H), 6.6-6.7 (m, 1H), 7.64 (s, 1H), 7.60 (dd, 1H, J = 7.2, 7.2 Hz), 7.79 (d, 1H, J = 7.2 Hz), 8.0 (d, 1H, J = 7.2 Hz), 8.11 (s, 1H). The purity was determined by RPLC/MS (97%). ESI/MS m/e 444.3 (M++H, C21H28N3O4).
  • 5
  • [ 1071017-49-6 ]
  • [ 144222-22-0 ]
  • [ 1071017-71-4 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide; In 1,4-dioxane; water; at 100℃; for 48h; 4-[(3-Pyhdin-4-yl-[2, 6]naphthyridin- 1 -ylamino) -methylj-piperidine- 1 -carboxylic acid tert-butyl ester.; To a solution of 1-chloro-3-pyridin-4-yl-[2,6]naphthyridine (50.0 mg, 0.197 mmol) in 1 ,4- dioxane (5 ml_) is added 4-aminomethyl-piperidine-1 -carboxylic acid fert-butyl ester (128 mg, 0.590 mmol) and 40% aqueous NaOH (29.0 μl_, 0.290 mmol) at rt. The reaction mixture is heated to 1000C for 48 h, and then cooled to rt, diluted with EtOAc and filtered through a Florisil plug. The filtrate is evaporated to dryness to yield the title compound as a yellow oil, which is used without further purification for the next step.
  • 6
  • [ 1137475-57-0 ]
  • [ 144222-22-0 ]
  • [ 1137475-56-9 ]
YieldReaction ConditionsOperation in experiment
98% With triethylamine; In acetonitrile; for 0.516667h; A solution of 4-(aminomethyl)-1-boc-pipeiotadine (370 mg, 1.73 mmol) in acetonitrile (1 ml_) was added over 1 minute to a solution of <strong>[1137475-57-0]2-bromo-4-chloro-5-nitropyridine</strong> (373 mg, 1.57 mmol) and triethylamine (0.24 mL, 1.73 mmol) in acetonitrile (5 mL). The solution was stirred for 30 minutes then partitioned between dichloromethane and water. The aqueous phase was extracted with dichloromethane (x3) and the combined organic phases were dried (Na2SO4) and concentrated to give tert-butyl 4-((2-bromo-5-nitropyridin-4- ylamino)methyl)piperidine-1-carboxylate as a light brown foam (640 mg, 98%) which was used without further purification.1H NMR (MeOD, 400MHz) delta 8.82 (s, 1 H), 7.25 (s, 1 H), 4.14 (m, 3H), 3.35 (s, 1H), 1.97- 1.88 (m, 1H), 1.80 (m, 3H), 1.27-1.17 (m, 3H). LCMS (1) Rt = 2.35 min; m/z (ESI+) 415, 417 (MH+).
  • 7
  • [ 7579-20-6 ]
  • [ 144222-22-0 ]
  • [ 1237526-05-4 ]
  • 8
  • [ 1137475-57-0 ]
  • [ 144222-22-0 ]
  • [ 1351533-49-7 ]
  • 9
  • [ 42926-52-3 ]
  • [ 1341104-70-8 ]
  • [ 144222-22-0 ]
  • [ 1414263-88-9 ]
  • 10
  • [ 475216-25-2 ]
  • [ 144222-22-0 ]
  • C19H28N4O5 [ No CAS ]
 

Historical Records

Technical Information

Categories