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

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tert-Butyl 4-(2-chloropyrimidin-4-yl)piperazine-1-carboxylate Basic information
Product Name:tert-Butyl 4-(2-chloropyrimidin-4-yl)piperazine-1-carboxylate
Synonyms:tert-Butyl 4-(2-chloropyrimidin-4-yl)piperazine-1-carboxylate;2-Chloro-4-[1-(4-tert-butoxycarbonyl)piperazinyl]pyrimidine;4-(2-Chloropyrimidin-4-yl)piperazine-1-carboxylic acid tert-butyl ester;1-Boc-4-(2-chloropyrimidin-4-yl)piperazine;2-Chloro-4-(4-Boc-1-piperazinyl)pyriMidine;tert-Butyl 4-(2-Chloro-4-pyrimidinyl)-1-piperazinecarboxylate;tert-Butyl 4-(2-chloropyrimidin-4-yl);1-Piperazinecarboxylic acid, 4-(2-chloro-4-pyrimidinyl)-, 1,1-dimethylethyl ester
CAS:221050-88-0
MF:C13H19ClN4O2
MW:298.77
EINECS:
Product Categories:pharmacetical
Mol File:221050-88-0.mol
tert-Butyl 4-(2-chloropyrimidin-4-yl)piperazine-1-carboxylate Structure
tert-Butyl 4-(2-chloropyrimidin-4-yl)piperazine-1-carboxylate Chemical Properties
Boiling point 451.8±35.0 °C(Predicted)
density 1.253±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka4.51±0.31(Predicted)
AppearanceWhite to yellow Solid
Safety Information
HS Code 2933599590
MSDS Information
tert-Butyl 4-(2-chloropyrimidin-4-yl)piperazine-1-carboxylate Usage And Synthesis
Synthesis
2,4-Dichloropyrimidine

3934-20-1

1-BOC-Piperazine

57260-71-6

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

221050-88-0

General procedure for the synthesis of 2-chloro-4-(4-BOC-1-piperazinyl)pyrimidine from 2,4-dichloropyrimidine and N-BOC-piperazine: 2,4-dichloropyrimidine (2.0 g, 13.43 mmol) was accurately weighed and dissolved in N,N-dimethylformamide (DMF) (15 mL), followed by the addition of triethylamine (TEA) (2.72 g, 26.85 mmol) and 1-Boc piperazine (2.75 g, 14.77 mmol). The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the reaction endpoint was confirmed by thin layer chromatography (TLC) monitoring. The reaction mixture was slowly poured into 200 mL of ice water, at which point a large amount of white solid precipitated. The white solid was collected by filtration and washed with an appropriate solvent and finally dried to afford the target product 2-chloro-4-(4-BOC-1-piperazinyl)pyrimidine (3.8 g, 13.43 mmol).

References[1] Patent: CN108503645, 2018, A. Location in patent: Paragraph 0117-0119
[2] Patent: US2009/163508, 2009, A1. Location in patent: Page/Page column 14
[3] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 4, p. 1468 - 1478
[4] Organic Letters, 2018, vol. 20, # 2, p. 473 - 476
[5] Patent: WO2017/58503, 2017, A1. Location in patent: Page/Page column 419; 421; 422
tert-Butyl 4-(2-chloropyrimidin-4-yl)piperazine-1-carboxylate Preparation Products And Raw materials
Raw materials2,4-Dichloropyrimidine-->1-BOC-Piperazine-->N,N-Dimethylformamide-->Triethylamine
Tag:tert-Butyl 4-(2-chloropyrimidin-4-yl)piperazine-1-carboxylate(221050-88-0) Related Product Information
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