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Chemical Structure| 823-62-1 Chemical Structure| 823-62-1

Structure of 823-62-1

Chemical Structure| 823-62-1

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Product Details of [ 823-62-1 ]

CAS No. :823-62-1
Formula : C3H2Cl2N4
M.W : 164.98
SMILES Code : NC1=C(Cl)N=NC(Cl)=N1
MDL No. :MFCD18250144

Safety of [ 823-62-1 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 823-62-1 ]

* 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 [ 823-62-1 ]

[ 823-62-1 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 169448-87-7 ]
  • [ 823-62-1 ]
  • (R)-5-amino-6-chloro-3-[4-Boc-3-(hydroxymethyl)piperazin-1-yl]-1,2,4-triazine [ No CAS ]
YieldReaction ConditionsOperation in experiment
69% With triethylamine; In 1,4-dioxane; at 95℃; for 2.5h;Microwave irradiation; A vial was charged with 5-amino-3,6-dichloro-l ,2,4-triazine (573.3 mg, 3.47 mmol), triethylamine (1.5 mL, 10.76 mmol), (R)-tert-butyl 2-(hydroxymethyl)piperazine-l- carboxylate (791.3 mg, 3.55 mmol) in dioxane (10 mL). The mixture was heated at 95 C for 1.5 h using microwave. More of (R)-tert-butyl 2-(hydroxymethyl)piperazine-l-carboxylate (69.4 mg) was added. The mixture was heated at 95 C for another 1 h using microwave. The mixture was cooled to room temperature and transferred into a flask with dichloromethane, concentrated to remove the solvents. The residue was mixed with saturated potassium carbonate solution, extracted with dichloromethane (3 x 40 mL). The combined organic solution was dried over anhydrous sodium sulfate, concentrated. The residue was mixed with small amount of dichloromethane, filtered to collect the white solid as first batch of product (649.6 mg). The solution was concentrated and the residue was separated with flash column chromatography on silica gel using 1-5% methanol in dichloromethane to afford another batch of product (174.3 mg). The total yield was 69%. NMR (500 MHz, Chloroform-af) delta 5.32 (s, 2H), 4.71 (br, I H),, 4.47 (d, J= 12.5 Hz, 1 H), 4.24 (s, IH), 3.90 (s, IH), 3.54 (s, IH), 3.44 (s, IH), 3.15 (d, J = 14.0 Hz, IH), 3.05 (t, J = 12.0 Hz, IH), 2.95 (s, IH), 1.45 (s, 9H). MS for Ci3H2iClN603: 345.0 (MH+).
  • 2
  • [ 886766-28-5 ]
  • [ 823-62-1 ]
  • tert-butyl 4-(5-amino-6-chloro-1,2,4-triazin-3-yl)-4,7-diazaspiro[2.5]octane-7-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
53% With N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; at 155℃; for 9.5h;Microwave irradiation; A vial was charged with 5-amino-3,6-dichloro-l,2,4-triazine (108.5 mg, 0.658 mmol), diisopropylethylamine (0.5 mL, 2.87 mmol), tert-butyl 2-(4,7-diazaspiro[2.5]octan-7- yl)acetate (154.8 mg, 0.650 mmol) in dioxane (2.5 mL). The mixture was heated at 155 C for 9.5 h using microwave. The mixture was concentrated to remove all of solvent. The residue was dissolved in dichloromethane, washed with aqueous sodium bicarbonate solution. The organic solution was separated. The aqueous solution was mixed with brine, extracted with dichloromethane (2 x 35 mL). The combined organic solution was dried over anhydrous sulfate, concentrated to afford a residue. The residue was purified with flash column chromatography on silica using 1-10% methanol in dichloromethane to afford product (118.3 mg) in 53% yield. NMR (500 MHz, Chloroform-d) delta 5.24 (s, 2H), 3.91 (t, J = 4.5 Hz, 2H), 3.42 (m, 2H), 3.33 (s, 2H), 1.43 (s, 9H), 0.96 (m, 4H). MS for C14H21 CIN6O2: 341.2 (MH+).
 

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