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Chemical Structure| 1350648-42-8 Chemical Structure| 1350648-42-8

Structure of 1350648-42-8

Chemical Structure| 1350648-42-8

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Product Details of [ 1350648-42-8 ]

CAS No. :1350648-42-8
Formula : C6H3ClFN3
M.W : 171.56
SMILES Code : FC1=CN=C2C(NN=C2)=C1Cl

Safety of [ 1350648-42-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P264-P270-P301+P312-P330-P501

Application In Synthesis of [ 1350648-42-8 ]

* 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 [ 1350648-42-8 ]

[ 1350648-42-8 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 558-42-9 ]
  • [ 1350648-42-8 ]
  • 3'-fluoro-5,6'-dimethyl-2,2'-bipyridin-4-amine [ No CAS ]
  • [ 76-05-1 ]
  • 1-(6-fluoro-7-(3'-fluoro-5,6'-dimethyl-2,2'-bipyridin-4-ylamino)-2H-pyrazolo[4,3-b]pyridin-2-yl)-2-methylpropan-2-ol trifluoroacetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
[0309] To a solution of 7-chloro-6-fluoro-lH-pyrazolo[4,3-b]pyridine (300 mg, 1.749 mmol) in DMF (5 mL) was added Cs2C03 (855 mg, 2.62 mmol) and 1 -chloro-2-methylpropan-2-ol (209 mg, 1.924 mmol) and the mixture was heated at 110 °C for 2 hours. Water (20 mL) was then added and the mixture was extracted with EtOAc (2 x 50 mL). The combined organic layers were dried over Na2S04, filtered, and evaporated to give l-(7-chloro-6-fluoro-2H- pyrazolo[4,3-b]pyridin-2-yl)-2-methylpropan-2-ol and l-(7-chloro-6-fluoro-lH- pyrazolo[4,3-b]pyridin-l-yl)-2-methylpropan-2-ol which were used i without further purification. MS [M+H] found 244.2.[0310] To a solution of l-(7-chloro-6-fluoro-2H-pyrazolo[4,3-b]pyridin-2-yl)-2- methylpropan-2-ol and l-(7-chloro-6-fluoro-lH-pyrazolo[4,3-b]pyridin-l-yl)-2- methylpropan-2-ol (150 mg, 0.616 mmol), and 3'-fluoro-5,6'-dimethyl-2,2'-bipyridin-4- amine (134 mg, 0.616 mmol) in t-BuOH (15 mL) was added tri(dibenylideneacetone)dipalladium(O) (56.4 mg, 0.062 mmol), dicyclohexyl(2',4',6'-triisopropylbiphenyl-2- yl)phosphine (58.7 mg, 0.123 mmol) and potassium carbonate (340 mg, 2.462 mmol) and the mixture was heated at 100°C for 12 hours. The reaction was then cooled, concentrated, and extracted with ethyl acetate (2 x 75 mL). The combined organic layers were dried over Na2S04, filtered, and concentrated to give a residue which was purified by prep-HPLC using a Sunfire Prep 5muiotaeta CI 8, 75 X 30 mm column eluting with a gradient of 20-65percent acetonitrile (containing 0.035percent TFA) in water (containing 0.05percent TFA) to give the title compound as a TFA salt. 1H NMR (400 MHz, DMSO- 6) delta ppm 0.89 (s, 6 H) 2.54 (s, 3 H) 2.57 (s, 3 H) 4.29 (s, 2 H) 7.23 (s, 1 H) 7.57 (dd, J=8.59, 3.54 Hz, 1 H) 7.80 (dd, J=l 1.37, 8.59 Hz, 1 H) 8.51 (s, 1 H) 8.67 - 8.84 (m, 2 H) 10.08 (br. s., 1 H). MS [M+H] found 425.4.
  • 2
  • [ 558-42-9 ]
  • [ 1350648-42-8 ]
  • [ 1350649-09-0 ]
  • [ 1350649-10-3 ]
YieldReaction ConditionsOperation in experiment
With caesium carbonate; In N,N-dimethyl-formamide; at 110℃; for 2h; [0309] To a solution of 7-chloro-6-fluoro-lH-pyrazolo[4,3-b]pyridine (300 mg, 1.749 mmol) in DMF (5 mL) was added Cs2C03 (855 mg, 2.62 mmol) and 1 -chloro-2-methylpropan-2-ol (209 mg, 1.924 mmol) and the mixture was heated at 110 °C for 2 hours. Water (20 mL) was then added and the mixture was extracted with EtOAc (2 x 50 mL). The combined organic layers were dried over Na2S04, filtered, and evaporated to give l-(7-chloro-6-fluoro-2H- pyrazolo[4,3-b]pyridin-2-yl)-2-methylpropan-2-ol and l-(7-chloro-6-fluoro-lH- pyrazolo[4,3-b]pyridin-l-yl)-2-methylpropan-2-ol which were used i without further purification. MS [M+H] found 244.2.
  • 3
  • [ 298709-29-2 ]
  • [ 1350648-42-8 ]
 

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