ChemicalBook > CAS DataBase List > tert-Butyl 4-(4-bromopyridin-2-yl)piperazine-1-carboxylate

tert-Butyl 4-(4-bromopyridin-2-yl)piperazine-1-carboxylate

Product Name: tert-Butyl 4-(4-bromopyridin-2-yl)piperazine-1-carboxylate
CAS No.: 1197294-80-6
Chemical Name: tert-Butyl 4-(4-bromopyridin-2-yl)piperazine-1-carboxylate
Synonyms: EOS-60591;Palbociclib Impurity 168;1-Boc-4-(4-bromo-2-pyridyl)piperazine;1-Boc-4-(4-bromopyridin-2-yl)piperazine;4-(4-Bromopyridin-2-yl)piperazine, N1-BOC protected;tert-butyl 4-(4-Bromo-2-pyridyl)piperazine-1-carboxylate;ert-Butyl 4-(4-bromopyridin-2-yl)piperazine-1-carboxylate;tert-Butyl 4-(4-bromopyridin-2-yl)piperazine-1-carboxylate;1-Piperazinecarboxylic acid, 4-(4-bromo-2-pyridinyl)-, 1,1-dimethylethyl ester;tert-Butyl 4-(4-bromopyridin-2-yl)piperazine-1-carboxylate, 1-(4-Bromopyridin-2-yl)-4-(tert-butoxycarbonyl)piperazine
CBNumber: CB22565350
Molecular Formula: C14H20BrN3O2
Formula Weight: 342.23
MOL File: 1197294-80-6.mol

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tert-Butyl 4-(4-bromopyridin-2-yl)piperazine-1-carboxylate Property

Boiling point:: 442.8±45.0 °C(Predicted)
Density: 1.372±0.06 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
pka: 8.34±0.10(Predicted)
Appearance: White to off-white Solid

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Safety

HS Code: 29333990

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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

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

TRC

Product number: B588613
Product name: tert-Butyl4-(4-Bromopyridin-2-yl)piperazine-1-carboxylate
Packaging: 50mg
Price: $45
Updated: 2021/12/16

Apolloscientific

Product number: OR302099
Product name: 4-(4-Bromopyridin-2-yl)piperazine, N1-BOC protected
Packaging: 1g
Price: $176
Updated: 2021/12/16

SynQuest Laboratories

Product number: 4H56-9-39
Product name: 4-(4-Bromopyridin-2-yl)piperazine, N1-Boc protected
Packaging: 1g
Price: $208
Updated: 2021/12/16

AK Scientific

Product number: Z8119
Product name: tert-Butyl4-(4-bromopyridin-2-yl)piperazine-1-carboxylate
Packaging: 1g
Price: $211
Updated: 2021/12/16

Matrix Scientific

Product number: 091066
Product name: tert-Butyl 4-(4-bromopyridin-2-yl)piperazine-1-carboxylate
Purity: 95+%
Packaging: 1g
Price: $322
Updated: 2021/12/16

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tert-Butyl 4-(4-bromopyridin-2-yl)piperazine-1-carboxylate Chemical Properties,Usage,Production

Uses

tert-butyl 4-(4-bromopyridin-2-yl)piperazine-1-carboxylate is a useful reactant for the synthesis of sulfonyl fluorides from aryl bromides with the help of a palladium catalyst.

Synthesis

128071-98-7

57260-71-6

1197294-80-6

General procedure for the synthesis of tert-butyl 4-(4-bromopyridin-2-yl)piperazine-1-carboxylate from 4-bromo-2-fluoropyridine and N-BOC-piperazine: 1. 4-Bromo-2-fluoropyridine (1.55 g, 8.81 mmol), N-BOC-piperazine (2.46 g, 13.22 mmol) and potassium carbonate (3.65 g, 26.41 mmol) were suspended in dimethyl sulfoxide (10 mL) in a dry reactor. 2. The reaction mixture was transferred to a sealed tube, heated at 100 °C and stirred overnight. 3. Upon completion of the reaction, the mixture was cooled to room temperature and extracted by adding ethyl acetate and water. 4. The organic layer was separated, washed with brine and subsequently dried over anhydrous magnesium sulfate. 5. The solvent was evaporated under pressure to give the crude product. 6. Purification of the crude product by fast column chromatography (elution gradient: 100% hexane to 1:4 hexane/ethyl acetate) afforded the title compound tert-butyl 4-(4-bromopyridin-2-yl)piperazine-1-carboxylate (2.33 g, 78% yield) as a white solid. LRMS (m/z): 342/344 [M+1]+.

References

[1] Patent: WO2012/41476, 2012, A1. Location in patent: Page/Page column 60
[2] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 17, p. 5419 - 5423
[3] Patent: EP2441755, 2012, A1. Location in patent: Paragraph 0176
[4] Patent: EP2489663, 2012, A1. Location in patent: Paragraph 0095; 0096; 0097

tert-Butyl 4-(4-bromopyridin-2-yl)piperazine-1-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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