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Chemical Structure| 211733-67-4 Chemical Structure| 211733-67-4

Structure of 211733-67-4

Chemical Structure| 211733-67-4

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Product Details of [ 211733-67-4 ]

CAS No. :211733-67-4
Formula : C10H10Cl2N4
M.W : 257.12
SMILES Code : ClC1=C(N=CN2C3CCCC3)C2=NC(Cl)=N1
MDL No. :MFCD11047293

Safety of [ 211733-67-4 ]

Application In Synthesis of [ 211733-67-4 ]

* 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 [ 211733-67-4 ]

[ 211733-67-4 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 52023-68-4 ]
  • [ 211733-67-4 ]
  • (2-chloro-9-cyclopentyl-9H-purin-6-yl)-(6-morpholin-4-yl-pyridin-3-yl)-amine [ No CAS ]
  • 2
  • [ 2632-65-7 ]
  • [ 211733-67-4 ]
  • (2-chloro-9-cyclopentyl-9H-purin-6-yl)-(4-pyrrolidin-1-yl-phenyl)amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
92% With N-ethyl-N,N-diisopropylamine; In propan-1-ol; at 100℃;Sealed tube; Inert atmosphere; General procedure: To the suspension of 9-cyclopentyl-2,6-dichloro-9H-purine (13) (1.98 mmol) in a mixture of n- propanol (10 ml) and N,N-diisopropyl-N-ethylamine (8.72 mmol), appropriate amine (2.18 mmol) was added. The suspension was heated with stirring in a sealed tube under an argon atmosphere at the temperature 100 C for 2-6 hours. The reaction was checked by TLC. After completion of the reaction the reaction mixture was cooled to room temperature and evaporated under reduced pressure. The residue was partitioned between water (50 ml) and dichloromethane (50 ml). The water phase was extracted twice with dichloromethane additionally. The combined organic phases were washed with water and brine and evaporated under reduced pressure. The crude product was crystallized from petroleum ether - ethylacetate 3: 1. (0406) EXAMPLE 4 (2-Chloro-9-cyclopentyl-9H-purin-6-yl)-(4-pyrrolidin-l-yl-phenyl)-amine (0407) (0408) Yield: 92%. Elemental analysis: Calcd.for C20H23C1N6 (382.89): C, 62.74; H, 6.05; N, 21.95. Found: C, 62.54; H, 5.82; N, 21.83. HPLC-MS (ESI+): 384 (99.9%). lH NMR (DMSO_d6): 1.63-1.81(m, 2H), 1.86-1.99(m, 8H), 2.14-2.21(m, 2H), 3.19-3.23(m, 4H, CH2), 4.81(qui, J=7.17, 1H, CH), 6.53(d, J=8.73, 2H, ArH), 7.519(d, J=8.73, 2H, ArH), 8.32(s, 1H, CH), 9.92(s, 1H, NH)
  • 3
  • [ 2632-65-7 ]
  • [ 211733-67-4 ]
  • N<SUP>2</SUP>-(4-amino-cyclohexyl)-9-cyclopentyl-N<SUP>6</SUP>-(4-pyrrolidin-1-yl-phenyl)-9H-purine-2,6-diamine [ No CAS ]
  • 4
  • [ 52057-98-4 ]
  • [ 211733-67-4 ]
  • N<SUP>2</SUP>-(4-aminocyclohexyl)-9-cyclopentyl-N<SUP>6</SUP>-(6-(4-methoxyphenyl)pyridin-3-yl)-9H-purine-2,6-diamine [ No CAS ]
  • 5
  • [ 52057-98-4 ]
  • [ 211733-67-4 ]
  • (2-chloro-9-cyclopentyl-9H-purin-6-yl)-[6-(4-methoxyphenyl)pyridin-3-yl]amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
84% With N-ethyl-N,N-diisopropylamine; In propan-1-ol; at 100℃;Sealed tube; To a suspension of 9-substituted-2,6-dichloro-9H-purine (8)(2.00 mmol) in a mixture of n-propanol (10 mL) and N,N-diisopropyl-N-ethylamine (6.00 mmol), appropriate amine (2.05 mmol)was added. The suspension was heated while stirring in a sealedtube under an argon atmosphere at 100 C for 2-6 h. The reactionwas checked by TLC using mobile phase toluene-ethylacetate (1:1,v/v). After the completion of the reaction, the reaction mixture wascooled to room temperature and evaporated under reduced pressure.The residue was partitioned between water (50 mL) and dichloromethane (50 mL), and the water phase was extracted twoadditional times with the same volume of dichloromethane. Thecombined organic phases were washed with water and brine andevaporated under reduced pressure. The crude product was crystallizedfrom petroleum ether/ethylacetate (3:1).
 

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