ChemicalBook > CAS DataBase List > Tert-butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylate

Tert-butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylate

Product Name: Tert-butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylate
CAS No.: 571189-16-7
Chemical Name: Tert-butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylate
Synonyms: tert-butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylate;4-(6-Nitro-3-pyridinyl)-1-piperazinecarboxylic acid tert-butyl ester;Palbociclib Impurity 111;1-Boc-4-(6-Nitro-3-Pyridyl)Piperazine;1-BOC-4-(6-NITROPYRIDIN-3-YL)PIPERAZINE;1-Boc-4-(6-nitropyridin-3-yl)piperazime;4-(6-Nitro-3-pyridyl)-piperazine-1-carboxylate;4-(6-Nitropyridin-3-yl)piperazine, N1-Boc protected;4-(6-Nitropyridin-3-yl)piperazine, N1-BOC protected 97%;Tert. butyl-4-(6-Nitropyridin-3-yl)piperazino-1-carboxylate
CBNumber: CB72467082
Molecular Formula: C14H20N4O4
Formula Weight: 308.33
MOL File: 571189-16-7.mol

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Tert-butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylate Property

Boiling point:: 480.1±45.0 °C(Predicted)
Density: 1.258
storage temp.: Inert atmosphere,Room Temperature
pka: 0.11±0.70(Predicted)
InChI: InChI=1S/C14H20N4O4/c1-14(2,3)22-13(19)17-8-6-16(7-9-17)11-4-5-12(15-10-11)18(20)21/h4-5,10H,6-9H2,1-3H3
InChIKey: SUWKOEMQNOBJEQ-UHFFFAOYSA-N
SMILES: N1(C(OC(C)(C)C)=O)CCN(C2=CC=C([N+]([O-])=O)N=C2)CC1

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Safety

HS Code: 2933599590

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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.

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N-Bromosuccinimide Price

TRC

Product number: B810175
Product name: tert-Butyl4-(6-Nitropyridin-3-yl)piperazine-1-carboxylate
Packaging: 1g
Price: $60
Updated: 2021/12/16

ChemScene

Product number: CS-B0331
Product name: 1-Piperazinecarboxylicacid,4-(6-nitro-3-pyridinyl)-,1,1-dimethylethylester
Purity: 96.47%
Packaging: 5g
Price: $59
Updated: 2021/12/16

Apolloscientific

Product number: OR54564
Product name: 4-(6-Nitropyridin-3-yl)piperazine,N1-BOCprotected
Purity: 97%
Packaging: 5g
Price: $89
Updated: 2021/12/16

SynQuest Laboratories

Product number: 4H56-1-0QN
Product name: 4-(6-Nitropyridin-3-yl)piperazine, N1-Boc protected
Packaging: 5G
Price: $98
Updated: 2021/12/16

ChemScene

Product number: CS-B0331
Product name: 1-Piperazinecarboxylicacid,4-(6-nitro-3-pyridinyl)-,1,1-dimethylethylester
Purity: 96.47%
Packaging: 10g
Price: $106
Updated: 2021/12/16

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Tert-butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylate Chemical Properties,Usage,Production

Description

Tert-butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylate is a pharmaceutical intermediate compound that can be used to synthesize the anticancer drug Palbociclib. Palbociclib is used to treat estrogen receptor-positive (ER+) and human epidermal growth factor receptor-negative (HER2-) breast cancer.

Uses

tert-butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylate is used in preparation of Heterocyclic compound as cdk-hdac double-channel inhibitor.

Synthesis

775288-71-6

24424-99-5

571189-16-7

1-(6-nitropyridin-3-yl)piperazine (15.6 g, 0.075 mol) was suspended in 120 mL of tetrahydrofuran (THF) under nitrogen protection. Triethylamine (10.5 mL, 0.075 mol) and 4-dimethylaminopyridine (0.46 g, 5 mol%) were added sequentially to the suspension. Di-tert-butyl dicarbonate (16.6 g, 0.075 mol) was dissolved in 50 mL of THF and transferred to a dropping funnel. The solution was slowly added dropwise to the stirred suspension, and the rate of dropwise acceleration was controlled to maintain the reaction temperature below 27 °C. After dropwise addition, the reaction mixture was cooled to room temperature and subsequently heated to reflux. After refluxing the reaction for 1 hour, a small amount of insoluble material was removed by filtration. The solvent was removed by concentration under reduced pressure and the yellow residue was partitioned between ethyl acetate (EtOAc) and water. The aqueous phase was extracted twice with EtOAc. The organic layers were combined, washed sequentially with a small amount of water and saturated sodium chloride solution, dried and concentrated under reduced pressure. The resulting solid was recrystallized by 2-propanol (treated with activated charcoal) to give the target product tert-butyl 4-(6-nitro-3-pyridinyl)-1-piperazinecarboxylate, ca. 19 g (yield ca. 80%). Nuclear magnetic resonance hydrogen spectrum (1H NMR, CDCl3) δ: 1.49 (s, 9H), 3.46 (m, 4H), 3.65 (m, 4H), 7.20 (m, 1H), 8.17 (m, 2H). Mass spectrum (m/z): 309.

References

[1] Patent: WO2006/95159, 2006, A1. Location in patent: Page/Page column 77-78
[2] British Journal of Pharmacology, 2018, vol. 175, # 12, p. 2399 - 2413
[3] Journal of Medicinal Chemistry, 2005, vol. 48, # 7, p. 2388 - 2406
[4] Patent: WO2006/8545, 2006, A2. Location in patent: Page/Page column 153
[5] Journal of Medicinal Chemistry, 2010, vol. 53, # 22, p. 7938 - 7957

Tert-butyl 4-(6-nitropyridin-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-nitropyridin-3-yl)piperazine-1-carboxylate manufacturers

Changzhou Rokechem Technology Co., Ltd.

Product: Tert-butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylate 571189-16-7
Price: US $0.00-0.00/Kg
Min. Order: 1Kg
Purity: 98%；USP/EP/CP
Supply Ability: 1-10000kgs
Release date: 2023-06-14

Career Henan Chemical Co

Product: 1-BOC-4-(6-NITROPYRIDIN-3-YL)PIPERAZINE 571189-16-7
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: Customized
Release date: 2019-05-25

571189-16-7, Tert-butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylateRelated Search:

2-Cyanopyridine

1-BOC-4-(6-NITROPYRIDIN-3-YL)PIPERAZINE

tert-butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylate

4-(6-Nitro-3-pyridinyl)-1-piperazinecarboxylic acid tert-butyl ester

4-(6-Nitropyridin-3-yl)piperazine-1-carboxylic acid tert-butyl ester

NaMe:4-(6-Nitro-3-pyridinyl)-1-piperazinecarboxylic acid tert-butyl ester

Tert. butyl-4-(6-Nitropyridin-3-yl)piperazino-1-carboxylate

1-Piperazinecarboxylic acid, 4-(6-nitro-3-pyridinyl)-, 1,1-diMethylethyl ester

4-(6-nitro-3-pyridinyl)-1-piperazinecarboxylic acid,1,1-dimethylethyl ester

4-(6-Nitropyridin-3-yl)piperazine, N1-Boc protected

4-(6-nitropyridin-3-yl)-1-piperazinecarboxylic acid tert-butyl ester

1-Boc-4-(6-Nitro-3-Pyridyl)Piperazine

4-(6-Nitropyridin-3-yl)piperazine, N1-BOC protected 97%

1-Boc-4-(6-nitropyridin-3-yl)piperazime

Palbociclib Impurity 111

4-(6-Nitro-3-pyridyl)-piperazine-1-carboxylate

tert-butyl 4-(6-nitro-3-pyridinyl) piperazine-1-carboxylate

571189-16-7

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