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Chemical Structure| 209733-20-0 Chemical Structure| 209733-20-0

Structure of 209733-20-0

Chemical Structure| 209733-20-0

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Product Details of [ 209733-20-0 ]

CAS No. :209733-20-0
Formula : C12H15ClN4
M.W : 250.73
SMILES Code : [H]Cl.C1(N2CCNCC2)=C3C=CC=CC3=NC=N1
English Name :4-(Piperazin-1-yl)quinazoline hydrochloride
MDL No. :MFCD18071169

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Application In Synthesis of [ 209733-20-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 209733-20-0 ]

[ 209733-20-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 209733-20-0 ]
  • [ 59215-41-7 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide In water 1A.1 To a solution of 4-chloroquinazoline (2.0 g, 12.2 mmol) (Tobe, Masanori, et al., Bioorg Med. CZzem. 2003, 11 (3), 383) and DIEA (3.2 mL, 18.2 mmol) in 40 mL IPA was added Boc-piperazine (1.96 g, 12.81 mmol). The reaction mixture was heated to reflux and stirred for 20 hours, after which it was cooled to room temperature and concentrated by rotary evaporation. The residue was dissolved in dichloromethane (DCM) and washed with 1N NaOH. The organic layer was dried (Na2S04), filtered, and concentrated by rotary evaporation. The resulting oil was dissolved in 25 mL dioxane, and 4M HCl/dioxane (46 mL, 182 mmol) was added dropwise. The suspension was sonicated for 2 minutes and stirred 13 hours at room temperature, after which the reaction mixture was concentrated to dryness by rotary evaporation. The resulting amine HC1 salt was dissolved in 2N NaOH and extracted with DCM. The organic layer was dried (Na2S04), filtered, and concentrated by rotary evaporation. The resulting oil was purified on silica (9: 1: 0.02 DCM/MeOH/NH4OH) to give 4- piperazinylquinazoline as a yellow oil (2.5 g, 96%). 1H NMR (CDC13, 400 MHz) 8 8.74 (s, 1H), 7.92-7. 86 (m, 2H), 7.76-7. 70 (m, 1H), 7.48-7. 42 (m, 1H), 3.75 (t, J= 4.9 Hz, 4H), 3.09 (t, J= 4.9 Hz, 4H), 1.89 (br s, 1H). Rt 0.70. MS (ESI+) [M+H] + 215.
 

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