tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate
Physical Form- Product Name
- tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate
- CAS No.
- 571188-59-5
- Chemical Name
- tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate
- Synonyms
- 1-BOC-4-(6-AMINOPYRIDIN-3-YL)PIPERAZINE;OTAVA-BB;4-(6-Aminopyridin-3-yl)piperazine-1-carboxylic acid tert-butyl ester;OTAVA-BB 1207229;1-Boc-4-(6-amino-3-pyridyl)piperazine;tert-butyl 4-(6-amino-3-pyridyl)piperazine-1-carboxylate;POB02;PALBOCICLIB4;Ribociclib-2;Palbociclib-11
- CBNumber
- CB62464781
- Molecular Formula
- C14H22N4O2
- Formula Weight
- 278.35
- MOL File
- 571188-59-5.mol
tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate Property
- Melting point:
- 130-132℃
- Boiling point:
- 454.1±45.0 °C(Predicted)
- Density
- 1.182
- vapor pressure
- 0-0Pa at 20-25℃
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- DMSO (Slightly), Methanol (Very Slightly)
- form
- Solid
- pka
- 7.36±0.26(Predicted)
- color
- Dark Yellow
- Sensitive
- Air Sensitive
- InChI
- InChI=1S/C14H22N4O2/c1-14(2,3)20-13(19)18-8-6-17(7-9-18)11-4-5-12(15)16-10-11/h4-5,10H,6-9H2,1-3H3,(H2,15,16)
- InChIKey
- RMULRXHUNOVPEI-UHFFFAOYSA-N
- SMILES
- N1(C(OC(C)(C)C)=O)CCN(C2=CC=C(N)N=C2)CC1
- LogP
- 1.6-1.8 at 35℃ and pH7-9
Safety
- HS Code
- 2933599590
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
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.
N-Bromosuccinimide Price
- Product number
- B4669
- Product name
- tert-Butyl 4-(6-Amino-3-pyridyl)piperazine-1-carboxylate
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 200mg
- Price
- $68
- Updated
- 2025/07/31
- Product number
- B4669
- Product name
- tert-Butyl 4-(6-Amino-3-pyridyl)piperazine-1-carboxylate
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 1g
- Price
- $239
- Updated
- 2024/03/01
- Product number
- B621160
- Product name
- 1-Boc-4-(6-aminopyridin-3-yl)piperazine
- Packaging
- 100mg
- Price
- $55
- Updated
- 2021/12/16
- Product number
- B621160
- Product name
- 1-Boc-4-(6-aminopyridin-3-yl)piperazine
- Packaging
- 250mg
- Price
- $110
- Updated
- 2021/12/16
- Product number
- B621160
- Product name
- 1-Boc-4-(6-aminopyridin-3-yl)piperazine
- Packaging
- 5g
- Price
- $450
- Updated
- 2021/12/16
tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate Chemical Properties,Usage,Production
Physical Form
Solid
Description
Tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate is a pharmaceutical intermediate compound that can be used to synthesize the targeted cancer drug Ribociclib for the treatment of ER-positive and HER2-negative breast cancer.
Uses
4-(6-Amino-3-pyridyl)-1-Boc-piperazine (tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate) is used as an organic chemical synthesis intermediate.
Preparation
4- (6-Nitro-pyridin-3-yl)-piperazine-1 -carboxylic acid ie f-butyl ester and Pd/C in ethanol is stirred with an H2 balloon for 3 h. The product tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate is obtained through purification.
Hazard
Causes skin irritation
Causes serious eye irritation
May cause respiratory irritation
Synthesis
571189-16-7
571188-59-5
General Steps: Example 101h Synthesis of tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate 101h To a 500 mL triple-necked vial under nitrogen protection was added tert-butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylate 101g (3.1 g, 10 mmol), 10% palladium-carbon catalyst (50% wet, 1.0 g) and anhydrous ethanol (100 mL). The reaction system was evacuated and filled with hydrogen, and the reaction was stirred at room temperature for 16 hours. Upon completion of the reaction, the hydrogen was removed by evacuation and refilled with nitrogen for protection. The reaction mixture was filtered through a diatomaceous earth pad to remove the catalyst and the filtrate was concentrated under reduced pressure to give the target compound 101h (2.7 g, 97% yield). Mass spectral data: MS: [M + H]+ 279.
References
[1] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 6, p. 3125 - 3140
[2] Patent: WO2016/30439, 2016, A1. Location in patent: Page/Page column 30
[3] Patent: WO2011/140488, 2011, A1. Location in patent: Page/Page column 112; 270
[4] Patent: US2013/116262, 2013, A1. Location in patent: Paragraph 0315
[5] Patent: EP2773638, 2015, B1. Location in patent: Paragraph 0170; 0171; 1405
tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate manufacturers
- Product
- tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate 571188-59-5
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 1
- Release date
- 2025-08-28
- Product
- Palbociclib side chain 571188-59-5
- Price
- US $0.00-0.00/Kg/Bag
- Min. Order
- 2Kg/Bag
- Purity
- 0.98
- Supply Ability
- 20 tons
- Release date
- 2023-05-23
- Product
- tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate 571188-59-5
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-30