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Chemical Structure| 202197-31-7 Chemical Structure| 202197-31-7

Structure of 202197-31-7

Chemical Structure| 202197-31-7

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Product Details of [ 202197-31-7 ]

CAS No. :202197-31-7
Formula : C14H12FN3
M.W : 241.26
SMILES Code : FC1=CC(CN2N=CC3=C2C=CC(N)=C3)=CC=C1
MDL No. :MFCD08061259

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Application In Synthesis of [ 202197-31-7 ]

* 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 [ 202197-31-7 ]

[ 202197-31-7 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 98556-31-1 ]
  • [ 202197-31-7 ]
  • [ 697299-99-3 ]
YieldReaction ConditionsOperation in experiment
56% In 1,2-dichloro-ethane; tert-butyl alcohol; at 90℃; for 8h; Step C: [1-(3-Fluoro-benzyl)-1 H-indazol-5-yl]-(6-iodo-quinazolin-4-yl)-amine hydrochloride Follow general procedure from Example 1, step E. <strong>[98556-31-1]4-chloro-6-iodoquinazoline</strong> (1.18 g, 4.06 mmol) is mixed with 1-(3-Fluoro-benzyl)-1H-indazol-5-ylamine (1.09 g, 4.52 mmol), and a mixture of DCE (10 ml) and t-BuOH (10 ml) is added. The mixture is heated at 90 C. (oil bath temperature) for 8 hours. At 5 hours of heating LC/MS reveals substantial amount of product. Yield is 1.35 g (56%).
  • 2
  • [ 55496-69-0 ]
  • [ 202197-31-7 ]
  • [ 1353644-75-3 ]
YieldReaction ConditionsOperation in experiment
In 1,4-dioxane; for 3h;Reflux; A mixture of <strong>[55496-69-0]4-chloro-7-methoxy-6-nitroquinazoline</strong> (1-h, 1.2g, 5.02mmol) and l-(3-fluorobenzyl)-lH-indazol-5-amine (1-c, 1.2g, 4.98mmol) in dioxane (40mL) was heated to reflux for 3 h. It was then cooled to the ambient temperature. The precipitates were obtained by filtration and purified by chromatography on silica gel to give 1-i (1.7 g, 3.88 mmol) as yellow solid.
In 1,4-dioxane; for 3h;Reflux; [055] A mixture of <strong>[55496-69-0]4-chloro-7-methoxy-6-nitroquinazoline</strong> (1-h, 1.2 g, 5.02 mmol) and l-(3-fluorobenzyl)-lH-indazol-5-amine (1-c, 1.2 g, 4.98 mmol) in dioxane (40 mL) was heated to reflux for 3 h. It was then cooled to the ambient temperature. The precipitates were obtained by filtration and purified by chromatography on silica gel to give 1-i (1.7 g, 3.88 mmol) as a yellow solid.
  • 3
  • [ 157981-60-7 ]
  • [ 202197-31-7 ]
  • ethyl 4-((1-(3-fluorobenzyl)-1H-indazol-5-yl)amino)-6-methylpyrimidine-5-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
58.7% With N-ethyl-N,N-diisopropylamine; In toluene; at 120℃; for 24.0h; 4-Chloro-6-methylpyrimidine-5-carboxylic acid ethyl ester (5.9 g, 29.4 mmol), compound 1-(3-fluorobenzyl)-1H-indazole-5-amine (7.1 g, 29.4 mmol) and diisopropylethylamine (15.5 mL, 88 mmol) were dissolved in toluene (90 mL).The reaction was stirred to a temperature of 120 C for 24.0 h, the reaction mixture was concentrated, and the residue was recrystallized from isopropyl alcohol (50mL).Get 7.0g yellow solidBody, the yield was 58.7%.
  • 4
  • [ 98556-31-1 ]
  • [ 202197-31-7 ]
  • [ 231278-79-8 ]
YieldReaction ConditionsOperation in experiment
94% With N-ethyl-N,N-diisopropylamine; In isopropyl alcohol; at 80℃; for 12h;Inert atmosphere; Under N2 protection,4-Chloro-6-iodoquinazoline (7.69 g, 26.5 mmol) was added to isopropanol (300 mL) and 1-(3-fluorobenzyl)-1H-indazole-5-amine (6.38) was added. g, 26.5mmol),N,N-diisopropylethylamine (8.6 g, 66.2 mmol)Slowly added to the above solution,The temperature was slowly raised to 80 C and the reaction was stirred for 12.0 h. The reaction solution was cooled to 25 C and filtered under reduced pressure.A pale yellow solid was obtained which was crystallised from isopropyl alcohol (60 mL) to yield 12.4 g of a yellow solid.
  • 5
  • [ 63558-65-6 ]
  • [ 202197-31-7 ]
  • 1-(3-fluorobenzyl)-N-(5-iodopyrimidin-4-yl)-1H-indazole-5-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
87.2% With N-ethyl-N,N-diisopropylamine; In ethanol; at 25 - 80℃; for 8h; At 25 C,The compound <strong>[63558-65-6]4-chloro-5-iodopyrimidine</strong> (4.1 g, 17.1 mmol) and the compound 1-(3-fluorobenzyl)-1H-benzo[d]imidazole-5-amine (4.3 g, 17.1 mmol)And diisopropylethylamine (5.96 g, 34.2 mmol)Soluble in ethanol (100mL),The temperature was raised to 80 C for 8.0 h, and the reaction solution was concentrated.Obtained a reddish brown oil,The oil was recrystallized from isopropanol (60 mL).Filtered and dried to give 6.2 g of a brown solid.The yield was 87.2%.
 

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