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221050-88-0

221050-88-0 Structure

221050-88-0 Structure
IdentificationBack Directory
[Name]

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

221050-88-0
[Synonyms]

tert-Butyl 4-(2-chloropyrimidin-4-yl)
1-Boc-4-(2-chloropyrimidin-4-yl)piperazine
2-Chloro-4-(4-Boc-1-piperazinyl)pyriMidine
2-Chloro-4-[1-(4-tert-butoxycarbonyl)piperazinyl]pyrimidine
ert-butyl4-(2-chloropyrimidin-4-yl)piperazine-1-carboxylate
tert-Butyl 4-(2-chloropyrimidin-4-yl)piperazine-1-carboxylate
tert-Butyl 4-(2-Chloro-4-pyrimidinyl)-1-piperazinecarboxylate
4-(2-Chloropyrimidin-4-yl)piperazine-1-carboxylic acid tert-butyl ester
1-Piperazinecarboxylic acid, 4-(2-chloro-4-pyrimidinyl)-, 1,1-dimethylethyl ester
[Molecular Formula]

C13H19ClN4O2
[MDL Number]

MFCD03407443
[MOL File]

221050-88-0.mol
[Molecular Weight]

298.77
Chemical PropertiesBack Directory
[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
[pka]

4.51±0.31(Predicted)
[Appearance]

White to yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Danger
[Hazard statements ]

H301-H315-H319-H335
[Precautionary statements ]

P280-P305+P351+P338-P362+P364
[HS Code ]

2933599590
Spectrum DetailBack Directory
[Spectrum Detail]

tert-Butyl 4-(2-chloropyrimidin-4-yl)piperazine-1-carboxylate(221050-88-0)1HNMR
Hazard InformationBack Directory
[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
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