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Chemical Structure| 149805-92-5 Chemical Structure| 149805-92-5

Structure of 149805-92-5

Chemical Structure| 149805-92-5

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Product Details of [ 149805-92-5 ]

CAS No. :149805-92-5
Formula : C8H10N2O
M.W : 150.18
SMILES Code : O=CC1=CN=C(N(C)C)C=C1
MDL No. :MFCD08272100
InChI Key :IRDPUZWWWIDFQX-UHFFFAOYSA-N
Pubchem ID :11240577

Safety of [ 149805-92-5 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H317
Precautionary Statements:P280

Application In Synthesis of [ 149805-92-5 ]

* 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 [ 149805-92-5 ]

[ 149805-92-5 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 26163-07-5 ]
  • [ 68-12-2 ]
  • [ 149805-92-5 ]
  • 2
  • [ 26163-07-5 ]
  • [ 20485-44-3 ]
  • [ 149805-92-5 ]
YieldReaction ConditionsOperation in experiment
89.6% In diethyl ether; N,N-dimethyl-formamide; Example 191-2 Synthesis of 2-dimethylamino-5-formylpyridine Tetramethylethylenediamine (8.0 ml) was added to the mixture of <strong>[26163-07-5]5-bromo-2-dimethylaminopyridine</strong> (5.0 g), N,N-dimethylformamide (6.1 ml) and diethyl ether employed as the solvent. The resultant mixture was treated in as in Example 93 to give the title compound (3.273 g) as pale yellow crystals (yield: 89.6%). 1H-NMR (400 MHz, CDCl3): delta(ppm) 3.21(6H, s), 6.56(1H, dd, J=0.4, 9.2Hz), 7.91(1H, dd, J=2.4, 9.2Hz), 8.55(1H, dd, J=0.4, 2.4Hz), 9.77(1H, s).
  • 3
  • [ 151230-42-1 ]
  • [ 149805-92-5 ]
  • (E)-5-(2-(6-bromobenzo[d]oxazol-2-yl)vinyl)-N,N-dimethylpyridin-2-amine [ No CAS ]
  • 4
  • [ 884494-73-9 ]
  • 6-(1-methyl-1H-pyrazol-4-yl)-4-(6-(piperazin-1-yl)pyridin-3-yl)pyrazolo[1,5-a]pyridine-3-carbonitrile dihydrochloride [ No CAS ]
  • [ 149805-92-5 ]
  • 4-(6-(4-((5-fluoro-6-methoxypyridin-3-yl)methyl)piperazin-1-yl)pyridin-3-yl)-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridine-3-carbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
74% A suspension of 6-(i -methyl- iH-pyrazol-4-yl)-4-(6-(piperazin- 1 -yl)pyridin-3 - yl)pyrazolo[i,5-a]pyridine-3-carbonitrile dihydrochloride (Example 2; 100 mg, 0.219 mmol) in DCM (3 mL) was treated with DIEA (95.5 tL, 0.547 mmol). After stirring for 5 mm at ambient temperature, the mixture was treated sequentially with <strong>[884494-73-9]5-fluoro-6-methoxynicotinaldehyde</strong> (37.3 mg, 0.241 mmol) and NaBH(AcO)3 (92.7 mg, 0.437 mmol). After stirring for 12 h at room temperature, the reaction mixture was diluted with DCM and washed with 10% Na2CO3(aq). The organic extracts were dried over anhydrous MgSO4, filtered, and concentrated in vacuo. The crude residue was purified by silica chromatography (10% MeOHIDCM with 1% NH4OH as the eluent) to afford the title compound (85 mg, 74% yield). MS (apci) m/z = 524.2 (M+H).
 

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