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Chemical Structure| 866648-53-5 Chemical Structure| 866648-53-5

Structure of 866648-53-5

Chemical Structure| 866648-53-5

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Product Details of [ 866648-53-5 ]

CAS No. :866648-53-5
Formula : C7H7ClF3N3
M.W : 225.60
SMILES Code : ClC1=CC(=NC(=N1)C(F)(F)F)N(C)C
MDL No. :MFCD09743687
InChI Key :RCRUAWWNTTTYOS-UHFFFAOYSA-N
Pubchem ID :46738254

Safety of [ 866648-53-5 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302+H312+H332-H315-H319-H335
Precautionary Statements:P261-P280-P305+P351+P338

Application In Synthesis of [ 866648-53-5 ]

* 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 [ 866648-53-5 ]

[ 866648-53-5 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 705-24-8 ]
  • [ 124-40-3 ]
  • [ 866648-53-5 ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20.0℃; for 60.0h; To a suspension of 2-trifluoromethyl-pyrimidine-4, 6-diol (3.25 g) in POC13 (7.89 mL) was added Et3N (5.00 mL). The mixture was stirred at 120C for 3 hr, cooled to ambient temperature, and poured into ice water. The aqueous layer was extracted with CHC13 (three times). The combined organic layer was dried over MgS04, filtrated, and concentrated under reduced pressure to give 4, 6-dichloro-2-trifluoromethyl-pyrimidine. To the solution of the above material (1.00 g) in THF (10 mL) were added iPrzNEt (0.98 mL) and 50% aqueous Me2NH (0.48 mL). The mixture was stirred at ambient temperature for 60 hr. To the solution was added saturated aqueous NaHCO3 and the aqueous layer was extracted with CHCI3 (three times). The combined organic layer was dried over MgSO4, filtered, concentrated under reduced pressure, and purified by medium-pressure liquid chromatography (silica gel, 5% to 25% EtOAc in hexane) to give (6-chloro-2- trifluoromethyl-pyrimidin-4-yl)-dimethyl-amine (728 mg). ESI MS m/e 225 M+ ; 1H NMR (300 MHz, CDC13) 8 2.77-3. 61 (m, 6 H), 6.50 (s, 1 H).
  • 2
  • [ 866648-53-5 ]
  • 4-hydroxy-3-(piperidin-4-yl)-4-(trifluoromethyl)-1,4,5,7-tetrahydro-6H-pyrazolo[3,4-b]pyridine-6-one hydrochloride [ No CAS ]
  • 3-{1-[6-(dimethylamino)-2-(trifluoromethyl)pyrimidin-4-yl]piperidin-4-yl}-4-hydroxy-4-(trifluoromethyl)-1,4,5,7-tetrahydro-6H-pyrazolo[3,4-b]pyridine-6-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
28% With N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 80.0℃; General procedure: 4-hydroxy was prepared in Reference Example 60 3- (piperidin-4-yl) -4- (trifluoromethyl) -1,4,5,7- tetrahydro -6H- pyrazolo [3,4-b] pyridin-6-one hydrochloride (100 mg, 0.293 mmol) in dimethyl sulfoxide (0.5 mL) solution of, N, N- diisopropylethylamine (59.8muL, 0.352mmol) and 3-chloro-6- (trifluoro methyl) pyridazine (80.2mg, 0.439mmol) was added, and the mixture was stirred overnight at room temperature.The reaction mixture was diluted with ethyl acetate, washed successively with water, saturated aqueous solution of ammonium chloride and brine, dried over anhydrous sodium sulfate, under reduced pressure, and the solvent was evaporated.The obtained residue was purified by silica gel column chromatography to obtain [eluent: ethyl acetate / methanol = 100 / 0-90 / 10 (gradient) to give the title compound (30% 39.8 mg, yield) It was.Instead of 3-chloro-6- (trifluoromethyl) pyridazine, using 6-chloro -N, N-dimethyl-2- (trifluoromethyl) pyrimidin-4-amine (150mg, 0.665mmol), carried the reaction was carried out in the same manner 80 C. manner to that described in example 43, the title compound (91 mg, yield: 28%) was obtained
 

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