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Chemical Structure| 603954-49-0 Chemical Structure| 603954-49-0

Structure of 603954-49-0

Chemical Structure| 603954-49-0

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Product Details of [ 603954-49-0 ]

CAS No. :603954-49-0
Formula : C13H20N4O2
M.W : 264.32
SMILES Code : O=C(C1=CN=C(N2CCC(CN)CC2)N=C1)OCC
MDL No. :MFCD16660573

Safety of [ 603954-49-0 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319
Precautionary Statements:P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330

Application In Synthesis of [ 603954-49-0 ]

* 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 [ 603954-49-0 ]

[ 603954-49-0 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 3012-80-4 ]
  • [ 603954-49-0 ]
  • [ 944555-90-2 ]
YieldReaction ConditionsOperation in experiment
A mixture of 2-[4-(aminomethyl)-l-piperidinyl]- 5-pyrimidinecarboxylic acid, ethyl ester (0.0038 mol), 1-methyl- lH-benzimidazole-2-carboxaldehyde (0.0045 mol) and magnesium sulfate (q.s.) in MeOH (80ml) was stirred at 600C overnight, then cooled back to room temperature. Sodium tetrahydroborate (0.0064 mol) was added portionwise. The mixture was stirred at room temperature overnight, then cooled back to room temperature, poured into water and extracted with EtOAc. The organic layer was separated, dried (MgSO4), filtered, and the solvent was evaporated. The residue (Ig) was purified by column chromatography over silica gel (20-45 μm) (eluent: DCM/MeOH/NH4OH 97/3/0.3). The pure fractions were collected and the solvent was evaporated, yielding 0.32g of intermediate 8.
  • 2
  • [ 19012-02-3 ]
  • [ 603954-49-0 ]
  • [ 944465-53-6 ]
YieldReaction ConditionsOperation in experiment
54% a) Preparatipn of intermediate 1 Titanium (IV) ethoxide (0.017 mol) was added at room temperature to a solution of 2-[4-(aminomethyl)-1-piperidinyl]-5-pyrimidinecarboxylic acid, ethyl ester (0.0083 mol) and 1-(1-methyl-1H-indol-3-yl)-ethanone (0.01 mol) in 1,2-dichloroethane (150ml) under N2 flow. The mixture was stirred at room temperature for 4 days. Tris(acetato-alpha-O) hydroborate (1-), sodium (0.017 mol) was added. The mixture was stirred at room temperature for 3 days, poured out into potassium carbonate 10%. DCM was added. The mixture was stirred at room temperature for 1 hour, then filtered over celite. The organic layer was separated, dried (MgSO4), filtered and the solvent was evaporated. The residue (5g) was purified by column chromatography over silica gel (15-40mum) (eluent: DCM/MeOH/NH4OH 97/3/1). The pure fractions were collected and the solvent was evaporated, yieldin 1.9g (54%) of intermediate 1.
 

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