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Chemical Structure| 170170-13-5 Chemical Structure| 170170-13-5

Structure of 170170-13-5

Chemical Structure| 170170-13-5

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Product Details of [ 170170-13-5 ]

CAS No. :170170-13-5
Formula : C7H9N5
M.W : 163.18
SMILES Code : NC1=NC(N)=C2C(NC=C2C)=N1

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Application In Synthesis of [ 170170-13-5 ]

* 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 [ 170170-13-5 ]

[ 170170-13-5 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 5117-87-3 ]
  • [ 50-01-1 ]
  • [ 170170-13-5 ]
YieldReaction ConditionsOperation in experiment
With sodium methylate; In ethanol;Reflux; Intermediate compound 12 (Scheme 1B) was prepared by a 2-step procedure reported by Taylor et al.?2 Acetol 10 was condensed with malononitrile in the presence of triethylamine in methanol to afford <strong>[5117-87-3]2-amino-3-cyano-4-methylfuran</strong> (compound 11) which was condensed with guanidine hydrochloride in presence of sodium methoxide to give intermediate (compound 12) in 44% yield. The synthesis of target compounds 2-9, outlined in Scheme 1B, involved oxidative thiolation of the common intermediate 2,4-diamino-5 -methyl-pyrrolo [2,3-d]pyrimidine (compound 12) with appropriately substituted thiols. Compounds 2-5 were synthesized from compound 12 with slight modification of the oxidative thiolation previously reported by Gangjee et al.?3 This procedure involved reacting compound l2with appropriately substituted thiols and iodine in a 2:1 mixture of ethanol and water at reflux to give compounds 2-5. Compounds 6-9 were synthesized by methylation of the pyrrole nitrogen using sodium hydride and iodomethane.
  • 2
  • [ 5117-87-3 ]
  • guanidine hydrochloride salt [ No CAS ]
  • [ 170170-13-5 ]
YieldReaction ConditionsOperation in experiment
55% In ethanol; for 24h;Reflux; To asolution of guanidine free base (from 82 mmol of NaOMe) in anhydrousethanol (150 mL) was added aminonitrile 20 (10.0 g, 82mmol). The mixture was refluxed for 24 h, cooled, and filtered. The filtrate was evaporated in vacuo, and the residue was chromatographedon silica gel with 10% MeOH/CHCl3 as the eluent.Fractions containing the product were combined and evaporatedto give 24 (7.3 g, 55%) as a light brown solid; TLC Rf 0.63 (MeOH/CHCl3/NH4OH, 1:5:0.5); mp, 166-168 C. 1H NMR (400 Hz)(Me2SO-d6) d 2.23 (s, 3H, 5-CH3), 5.25-5.78 (br, 2H, 2-NH2, exch.),6.19 (s, 2H, 4-NH2, exch.), 6.42 (s, 1H, 6-H), 10.43 (s, 1H, 7-H,exch.).
 

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