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[ CAS No. 877399-34-3 ] {[proInfo.proName]}

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Chemical Structure| 877399-34-3
Chemical Structure| 877399-34-3
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Product Details of [ 877399-34-3 ]

CAS No. :877399-34-3 MDL No. :MFCD17480368
Formula : C11H16BrN3O2 Boiling Point : -
Linear Structure Formula :- InChI Key :DYBIXDJMIONIDX-UHFFFAOYSA-N
M.W : 302.17 Pubchem ID :50986398
Synonyms :

Safety of [ 877399-34-3 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P301+P310 UN#:2811
Hazard Statements:H301 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 877399-34-3 ]

* 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 [ 877399-34-3 ]

[ 877399-34-3 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 877399-34-3 ]
  • [ 73183-34-3 ]
  • [ 877399-35-4 ]
YieldReaction ConditionsOperation in experiment
97% With potassium acetate;dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; In dimethyl sulfoxide; at 80℃; tert-Butyl 3-[4-(4,4,5,5-tetramethyl-1,3-dioxoborolan-2-yl)-1H-pyrazol-1-yl]azetidine-1-carboxylate (2-8): A reaction mixture of compound (2-6) (225 mg, 0.74 mmol) and bis(pinacolate)diboron (2-7, 227 mg, 0.89 mmol) with KOAc (247 mg, 2.52 mmol) in 3 mL of DMSO was purged with N2 for 15 minutes, then PdCl2(dppf)2CH2Cl2 (30 mg, 2.52 mmol) was added. The resulting mixture was stirred at 80 C. under N2 for overnight. After it cooled down to room temperature, the mixture was filtered through Celite pad and washed well with EtOAc. The filtrate was extracted with H2O (2*50 mL), brine (50 mL). The organic layer was dried (Na2SO4), then concentrated by vacuum. The residue was then filtered through silica gel pad, eluted with hexane:EtOAc/3:2. The filtrate was concentrated by vacuum to give 250 mg of 2-8) as a clear oil (97% yield). 1H NMR (400 MHz, chloroform-D) δ ppm 1.18-1.27 (m, 9H) 1.28-1.34 (m, 6H) 1.41-1.49 (m, 6H) 4.22-4.33 (m, 2H) 4.36 (t, J=8.59 Hz, 2H) 4.98-5.13 (m, 1H) 7.83 (s, 2H).
97% With potassium acetate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In dichloromethane; dimethyl sulfoxide; at 80℃; A reaction mixture of compound (2-6) (225 mg, 0.74 mmol) and bis(pinacolate)diboron (2-7, 227 mg, 0.89 mmol) with KOAc (247 mg, 2.52 mmol) in 3mL of DMSO was purged with N2 for 15 minutes, then PdCl2(dppf)2CH2CI2 (30 mg, 2.52 mmol) was added. The resulting mixture was stirred at 80C under N2 for overnight. After it cooled down to room temperature, the mixture was filtered through Celite pad and washed well with EtOAc. The filtrate was extracted with H2O (2 x 50 mL), brine (50 mL). The organic layer was dried (Na2SO4), then concentrated by vacuum. The residue was then filtered through silica gel pad, eluted with hexane:EtOAc/3:2. The filtrate was concentrated by vacuum to give 250 mg of (2-8) as a clear oil (97% yield). 1H NMR (400 MHz, chloroform-D) 5 ppm 1.18 - 1.27 (m, 9 H) 1.28 - 1.34 (m, 6 H) 1.41 -1.49 (m, 6 H) 4.22 - 4.33 (m, 2 H) 4.36 (t, J=8.59 Hz, 2 H) 4.98 - 5.13 (m, 1 H) 7.83 (s, 2 H).
  • 2
  • [ 877399-34-3 ]
  • [ 1309774-03-5 ]
  • tert-butyl 3-(4-(6-chloro-1,5-naphthyridin-3-yl)-1H-pyrazol-1-yl)azetidine-1-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
63 mg 0490-1 A suspension of <strong>[1309774-03-5]7-bromo-2-chloro-1,5-naphthyridine</strong> (183 mg), bis(pinacolato)diboron (190 mg), (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride (46 mg), and potassium acetate (147 mg) in 1,4-dioxane (2 mL) was stirred at 100 C. for 1 hour in a nitrogen atmosphere. tert-Butyl 3-(4-bromo-1H-pyrazol-1-yl)azetidine-1-carboxylate (151 mg), sodium carbonate (106 mg) and bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (18 mg) were added to the reaction mixture, followed by stirring at 110 C. for 1 hour. After the reaction mixture was cooled to room temperature, ethyl acetate and water were added thereto. The organic layer was collected by separation, washed with a saturated sodium chloride aqueous solution, and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate-hexane), thereby obtaining tert-butyl 3-(4-(6-chloro-1,5-naphthyridin-3-yl)-1H-pyrazol-1-yl)azetidine-1-carboxylate (63 mg) as a white solid. MS m/z (M+H): 386.
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