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Chemical Structure| 500874-32-8 Chemical Structure| 500874-32-8

Structure of 500874-32-8

Chemical Structure| 500874-32-8

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Product Details of [ 500874-32-8 ]

CAS No. :500874-32-8
Formula : C7H8N4OS
M.W : 196.23
SMILES Code : O=C1N(C)NC2=NC(SC)=NC=C21

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Application In Synthesis of [ 500874-32-8 ]

* 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 [ 500874-32-8 ]

[ 500874-32-8 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 638218-78-7 ]
  • [ 500874-32-8 ]
  • 1-(6-(2-hydroxypropan-2-yl)pyridin-2-yl)-2-methyl-6-(methylthio)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine; In 1,4-dioxane; at 80 - 95℃; for 18h; General procedure: (0225) General procedure for the preparation of pyridyl pyrazolopyrimidinones. N,N'- Dimethylethylenediamine (2.0 equiv.) was added to a solution of the relevant pyrazolopyrimidine (1.0 equiv.), the relevant bromopyridine (1.3 equiv.), copper iodide (1.0 equiv.) and K2C03 (1.4 equiv.) in 1,4-dioxane (2 mL/mmol) at 80 C. The resultant suspension was heated at 95 C for 18 h, over which time a color change of orange to dark green occurred. The reaction mixture was cooled to RT and diluted with NH4OH (10 ml) before being extracted with EtOAc (2 x 10 mL/mmol). The combined organic extracts were washed with brine (10 mL/mmol), dried (MgS04) and evaporated to dryness before the crude material was purified via chromatography on silica. Synthesis of 1 -(6-(2-hydroxypropan-2-yl)pyridin-2-yl)-2-methyl-6-(methylthio)-1,2- dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one. 1-(6-(2-Hydroxypropan-2-yl)pyridin-2-yl)-2-methyl-6-(methylthio)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one (0.177 g, 0.90 mmol), <strong>[638218-78-7]2-(6-bromopyridin-2-yl)propan-2-ol</strong> (0.253 g, 1.17 mmol), copper iodide (0.172 g, 0.90 mmol), K2C03 (0.174 g, 1.26 mmol) and L/,L/'-dimethylethylenediamine (194 pL, 1.80 mmol) were reacted in 1,4-dioxane (2 mL) according to the described general procedure. Purification on silica gel (19:1 DCM:MeOH) gave the desired compound as a white solid (0.215 g, 0.65 mmol, 72%). Rf 0.34 (19:1 DCM:MeOH); M.p. 155-158 C; IR (cm 1) 3432, 2973, 2928, 1683, 1604, 1562; 1H NMR (400 MHz, DMSO-d6) 1.46 (6H, s, C(CH3)2), 2.56 (3H, s, SCH3), 3.49 (3H, s, N2-CH3), 5.35 (1 H, s, OH), 7.67 (1 H, dapp, J = 7.7 Hz, H-5'), 7.79 (1 H, dapp, J = 8.2 Hz, H-3'), 8.06 (1 H, ddapp, J = 8.2, 7.7 Hz, H-4'), 9.00 (1 H, s, H-4); 13C NMR (100 MHz, DMSO- e) 14.4 (SCH3), 30.9 (C(CH3)2), 32.8 (N2-CH3), 72.8 (C(CH3)2), 104.8, 1 16.6, 1 17.5, 139.7, 146.8, 154.7, 158.3, 160.4, 168.4, 175.9; MS [M + H]+ m/z 332.6.
  • 2
  • [ 638218-78-7 ]
  • [ 500874-32-8 ]
  • 1-(6-(2-hydroxypropan-2-yl)pyridin-2-yl)-2-methyl-6-((4-(4-methylpiperazin-1-yl)phenyl)amino)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one [ No CAS ]
 

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