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Chemical Structure| 453548-65-7 Chemical Structure| 453548-65-7

Structure of 453548-65-7

Chemical Structure| 453548-65-7

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Product Details of [ 453548-65-7 ]

CAS No. :453548-65-7
Formula : C8H7N3O
M.W : 161.16
SMILES Code : CC(C1=CN=C2C=CC=NN21)=O
MDL No. :MFCD11112121

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Application In Synthesis of [ 453548-65-7 ]

* 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 [ 453548-65-7 ]

[ 453548-65-7 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 97674-02-7 ]
  • [ 18087-73-5 ]
  • [ 453548-65-7 ]
YieldReaction ConditionsOperation in experiment
EXAMPLE 28; N-[ (1R,6S)-6-Amino-2,2-difluorocyclohexyl]-5-chloro-4-(imidazo[1,2-b]pyridazin-3-yl)-1,3- thiazole-2-carboxamide; Step 1. 1 -(Imidazo[1,2-b]pyridazin-3-yl)ethanone; 3-Bromoimidazo[1,2-b]pyridazine (1.0 g, 5.05 mmol), tributyl(l-ethoxyvinyl)tin (3.41 mL, 10.1 mmol), and PdCb(PPh3)2 (354 mg, 0.505 mmol), were added to a sealed tube. DMF (25.2 mL) was added and the reaction purged with nitrogen for 5 minutes. The reaction was heated at 100 C for 18 h. The reaction was cooled to room temperature and quenched with aqueous saturated sodium bicarbonate. The aqueous layer was extracted with ethyl acetate (x 3) and the combined organic layers were dried with magnesium sulfate, Filtered, and concentrated under reduced pressure. The residue was diluted with methanol (10 mL) and HCl in 1,4-dioxane (1.26 mL, 5.05 mmol, 4M) was added. The solution was stirred at room temperature for 1 h. The reaction was then quenched with aqueous saturated sodium bicarbonate and extracted with ethyl acetate (x 3). The combined organic layers were dried with magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by flash chromatography to afford the title compound. 1H NMR (500 MHz, CD3SOCD3) delta 8.76 (d, 1H); 8.55 (s, 1H); 8.31 (d, 1H); 8.49 (dd, 1H); 2.64 (s, 3H). LRMS (APCI) calc'd for (C8H7N3O) [M+H]+, 162.1; found 162.1.
  • 2
  • [ 78191-00-1 ]
  • [ 18087-73-5 ]
  • [ 453548-65-7 ]
YieldReaction ConditionsOperation in experiment
3.4 g Bromoimidazo [l, 2_b] pyridazine (6.8 g, 34.3 mmol) was dissolved in re-distilled anhydrous tetrahydrofuranLiter). A solution of ethyl magnesium bromide in tetrahydrofuran (1M, 51.5 ml) was slowly added dropwise at 0 C under nitrogen.And stirred for 30 minutes, a solution of N-methoxy-N-methylacetamide (7.1 g, 68.7 mmol) in tetrahydrofuran (30Ml) was slowly added dropwise to the system. The temperature of the reaction system was returned to room temperature and stirred for 10 hours. Water (50 ml) was added to the reactionAnd extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, concentrated and purified by column chromatography (petroleum ether: ethyl acetate = 10: 1To 1: 1) afforded the title compound 3 ? 4 g.
 

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