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Chemical Structure| 834888-64-1 Chemical Structure| 834888-64-1

Structure of 834888-64-1

Chemical Structure| 834888-64-1

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Product Details of [ 834888-64-1 ]

CAS No. :834888-64-1
Formula : C24H21Cl2N5O2S
M.W : 514.43
SMILES Code : O=C(C1=CN=C(NC2=NC(C)=NC(Cl)=C2)S1)N(CC3=CC=C(OC)C=C3)C4=C(C)C=CC=C4Cl

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Application In Synthesis of [ 834888-64-1 ]

* 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 [ 834888-64-1 ]

[ 834888-64-1 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 376584-63-3 ]
  • [ 834888-64-1 ]
  • [ 1092368-03-0 ]
YieldReaction ConditionsOperation in experiment
iV-(2-chloro-6-methylphenyl)-2-(2-methyl-6-(lH-pyrazol-5-yl)pyrimidin-4- ylamino)thiazole-5-carboxamideA mixture of 2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6- methylphenyl)-N-(4-methoxybenzyl)thiazole-5-carboxamide (38 mg, 0.074 mmol), l//-rhoyrazol-5-ylboronic acid (11 mg, 0.098 mmol), Pd(PPh3)4 (30 mg, 0.026 mmol), sodium carbonate (26 mg, 0.25 mmol) in THF (3.0 mL) and water (0.30 mL) was microwave heated at 160 0C for 1 h. The solvent was removed and the residue was purified by silica gel chromatography. The product was dissolved in 50percent TFA in DCM (3 mL) and triflic acid (0.2 mL). The reaction mixture was stirred for 3 h at rt, diluted with EtOAc, washed with sat. sodium bicarbonate, brine, dried over sodium sulfate and the solvent was removed. The residue was purified by preparative HPLC (ACN/ 0.1 percent TFA in water) and lyophilized to yield the title compound as a slightly yellow fluffy solid.1H-NMR (400 MHz, d6-DMSO) delta 12.22 (br s, IH), 10.00 (s, IH), 8.32 (s, IH), 7.88 (d, J = 2.0 Hz, IH), 7.46 (s, IH), 7.41 (dd, J = 1.6, 7.6 Hz, IH), 7.31-7.25 (m, 2H), 6.91 (d, J= 2.0 Hz, IH), 2.67 (s, 3H), 2.25 (s, 3H); MS (m/z): 426.2 [M+l]+.
  • 2
  • [ 628692-15-9 ]
  • [ 834888-64-1 ]
  • [ 1092367-90-2 ]
YieldReaction ConditionsOperation in experiment
7V-(2-chloro-6-methylphenyl)-2-(2'-methoxy-2-methyl-4,5'-bipyrimidin-6- ylamino)thiazole-5-carboxamide32 A mixture of 2-(6-chloro-2-methylpyrimidin-4-ylamino)-7V-(2-chloro-6- methylphenyl)-N-(4-methoxybenzyl)thiazole-5-carboxamide (37 mg, 0.072 mmol), 2- methoxypyrimidin-5-boronic acid (15 mg, 0.097 mmol), Pd(PPh3)4 (24 mg, 0.021 mmol), sodium carbonate (24 mg, 0.23 mmol) in THF (3.0 mL) and water (0.30 mL) was microwave heated at 160 0C for 1 h. The solvent was removed and the residue was purified by silica gel chromatography. The product was dissolved in 50percent TFA in DCM (3 mL) and triflic acid (0.2 mL). The reaction mixture was stirred for 3 h at rt, diluted with EtOAc, washed with sat. sodium bicarbonate, brine, dried over sodium sulfate and the solvent was removed. The residue was purified by preparative HPLC (ACN/ 0.1 percent TFA in water) and lyophilized to yield the title compound as a fluffy solid.1H-NMR (400 MHz, d6-DMSO) delta 12.21 (br s, IH), 10.00 (s, IH), 9.18 (s, 2H), 8.32 (s, IH), 7.41 (dd, J = 1.6, 7.6 Hz, IH), 7.33-7.27 (m, 3H), 4.02 (s, 3H), 2.68 (s, 3H), 2.25 (s, 3H); MS (m/z): 468.2 [M+l]+.
 

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