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[ CAS No. 25194-67-6 ] {[proInfo.proName]}

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Chemical Structure| 25194-67-6
Chemical Structure| 25194-67-6
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Product Details of [ 25194-67-6 ]

CAS No. :25194-67-6 MDL No. :MFCD01692449
Formula : C11H10N2O Boiling Point : -
Linear Structure Formula :- InChI Key :DETKIRMPBJPJRQ-UHFFFAOYSA-N
M.W : 186.21 Pubchem ID :212856
Synonyms :

Safety of [ 25194-67-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 25194-67-6 ]

* 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 [ 25194-67-6 ]

[ 25194-67-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 25194-67-6 ]
  • [ 1171919-75-7 ]
  • tert-butyl (3R)-3-[(2-sulfanylacetyl)amino]piperidine-1-carboxylate [ No CAS ]
  • [ 530-62-1 ]
  • (R)-tert-butyl 3-(4-oxo-5-(6-phenoxypyridin-3-yl)-4,5-dihydro-3H-1-thia-3,5,8-triazaacenaphthylene-2-carboxamido)piperidine-1-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
57.7% To a 2-5 mL Biotage microwave vial containing a stir bar were added 6-phenoxypyridin-3 -amine (182 mg, 0.0.980 mmol), 2- chloro-4-iodonicotinonitrile (256 mg, 0.971 mmol), Pd(OAc)2 (4.7 mg, 0.021 mmol), DPEPhos (15.6 mg, 0.029 mmol), and CS2CO3(446 mg, 1.37 mmol). The vial was sealed, treated with dioxane (1.95 mL), evacuated and flushed with argon 4X, and stirred at 150 C under argon for 30 min. The reaction was cooled to rt, treated with fert-butyl (3R)-3-[(2- sulfanylacetyl)amino]piperidine-l -carboxylate (Intermediate 22) (2.0 mL, 0.49 M, 0.98 mmol) via syringe, evacuated and flushed with argon 4X, and stirred at 150 C for 15 min. The reaction was cooled to rt, treated with solid CDI (628 mg, 3.87 mmol) in one portion, resealed, and evacuated and flushed with argon 4X, and stirred at 150 C for 15 min. The reaction was then diluted with EtOAc (10 mL), and washed with 0.5 M citric acid/brine solution (2 X 8 mL) and 2 M K2CO3(1 X 5 mL). The organic phase was dried over anhydrous Na2S04, filtered, and concentrated to dryness. The residue was dissolved in DCM (5 mL) and purified by flash column chromatography to yield the title compound as an orange-yellow foam (328 mg, 57.7% yield).
57.7% To a 2-5 mL Biotage microwave vial containing a stir bar were added 6-phenoxypyridin-3-amine (182 mg, 0.0.980 mmol) , <strong>[1171919-75-7]2-chloro-4-iodonicotinonitrile</strong> (256 mg, 0.971 mmol) , Pd (OAc) 2 (4.7 mg, 0.021 mmol) , DPEPhos (15.6 mg, 0.029 mmol) , and Cs2CO3(446 mg, 1.37 mmol) . The vial was sealed, treated with dioxane (1.95 mL) , evacuated and flushed with argon 4X, and stirred at 150 under argon for 30 min. The reaction was cooled to rt, treated with tert-butyl (3R) -3- [ (2-sulfanylacetyl) amino] piperidine-1-carboxylate (Intermediate 22) (2.0 mL, 0.49 M, 0.98 mmol) via syringe, evacuated and flushed with argon 4X, and stirred at 150 for 15 min. The reaction was cooled to rt, treated with solid CDI (628 mg, 3.87 mmol) in one portion, resealed, and evacuated and flushed with argon 4X, and stirred at 150 for 15 min. The reaction was then diluted with EtOAc (10 mL) , and washed with 0.5 M citric acid/brine solution (2 X 8 mL) and 2 M K2CO3(1 X 5 mL) . The organic phase was dried over anhydrous Na2SO4, filtered, and concentrated to dryness. The residue was dissolved in DCM (5 mL) and purified by flash column chromatography to yield the title compound as an orange-yellow foam (328 mg, 57.7yield) .
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