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Chemical Structure| 1620056-83-8 Chemical Structure| 1620056-83-8

Structure of 1620056-83-8

Chemical Structure| 1620056-83-8

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Product Details of [ 1620056-83-8 ]

CAS No. :1620056-83-8
Formula : C10H7F5N2O2
M.W : 282.17
SMILES Code : OC(CN1C2=C(C(C(F)(F)F)=N1)[C@]3([H])[C@](C3)([H])C2(F)F)=O
MDL No. :N/A

Safety of [ 1620056-83-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319
Precautionary Statements:P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330

Application In Synthesis of [ 1620056-83-8 ]

* 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 [ 1620056-83-8 ]

[ 1620056-83-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 874219-34-8 ]
  • [ 1620056-83-8 ]
  • C19H20BrF2N3O2S2 [ No CAS ]
  • 5-(5-((S)-1-(2-((3bS,4aR)-5,5-difluoro-3-(trifluoromethyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)acetamido)-2-(3,5-difluorophenyl)ethyl)-2-hydroxyoxazolo[5,4-b]pyridin-6-yl)-2-fluorobenzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
A solution of 111A (50 mg, 0.1 mmol) in 1 mL of 4 N of hydrochloride in dioxane and 1 mL of methanol was stirred for 3 hours. The solvent was removed and dried in vacuo. The crude product, 2-((3bS,4aR)-5,5-difluoro-3-(trifluoromethyl)-3b,4,4a,5-tetrahydro-1H- cyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)acetic acid (25.8 mg, 0.092 mmol), and (1-Cyano- 2-ethoxy-2-oxoethylidenaminooxy) dimethylamino-morpholino-carbenium hexafluorophosphate (39.2 mg, 0.092 mmol) were dissolved in DMF (1 mL) and diisopropylethylamine (0.032 mL, 0.18 mmol) was added. The reaction was stirred at room temperature for 1 hour. The mixture was dissolved in 10 mL of EtOAc, and washed with 5 mL of saturated sodium bicarbonate (aq) and 5 mL of brine. The organic layer was dried with sodium sulfate. The mixture was filtered, and the filtrate was dried and concentrated. The crude product was dissolved in 1 mL of dioxane, <strong>[874219-34-8](3-carbamoyl-4-fluorophenyl)boronic acid</strong> (8.65 mg, 0.047 mmol), 1 N of sodium bicarbonate (0.047 mL), and dichlorobis(tricyclohexylphosphine)palladium(II) (1.16 mg, 0.002 mmol) were added to the mixture. The reaction was heated at 140 C by microwave reactor for 15 minutes. The mixture was filtered, and the filtrate was concentrated to dryness. The mixture was dissolved in 1 mL of acetonitrile and 1,1’-carbonyldiimidazole (9.73 mg, 0.06 mmol) was added to the solution, which was stirred for 1 hour. The mixture was filtered, and the reaction mixture was purified on preparatory reverse phase HPLC using 20-80%B over 20 min. (A=0.1%TFA/H2O; B=0.1%TFA/Acetonitrile). The pure fractions as determined by LC/MS were combined and lyophilized to provide the desired compound. MS (m/z) 693 [M+H]+. 1H NMR (400 MHz, Methanol-d4) δ 8.88 (d, J = 8.1 Hz, 1H), 7.34 (s, 1H), 7.22 - 7.10 (m, 2H), 6.65 (t, J = 9.3 Hz, 1H), 6.37 (d, J = 6.8 Hz, 2H), 5.37 - 5.20 (m, 1H), 4.98 - 4.88 (m, 1H), 3.24 (p, J = 1.7 Hz, 1H), 3.15 - 2.96 (m, 2H), 2.47 (dd, J = 8.1, 4.0 Hz, 1H), 1.39 (d, J = 6.8 Hz, 1H), 1.10 (s, 1H).
A solution of 111A (50 mg, 0.1 mmol) in 1 mL of 4 N of hydrochloride in dioxane and 1 mL of methanol was stirred for 3 hours. The solvent was removed and dried in vacuo. The crude product, 2-((3bS,4aR)-5,5-difluoro-3-(trifluoromethyl)-3b,4,4a,5-tetrahydro-1H- cyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)acetic acid (25.8 mg, 0.092 mmol), and (1-Cyano- 2-ethoxy-2-oxoethylidenaminooxy) dimethylamino-morpholino-carbenium hexafluorophosphate (39.2 mg, 0.092 mmol) were dissolved in DMF (1 mL) and diisopropylethylamine (0.032 mL, 0.18 mmol) was added. The reaction was stirred at room temperature for 1 hour. The mixture was dissolved in 10 mL of EtOAc, and washed with 5 mL of saturated sodium bicarbonate (aq) and 5 mL of brine. The organic layer was dried with sodium sulfate. The mixture was filtered, and the filtrate was dried and concentrated. The crude product was dissolved in 1 mL of dioxane, <strong>[874219-34-8](3-carbamoyl-4-fluorophenyl)boronic acid</strong> (8.65 mg, 0.047 mmol), 1 N of sodium bicarbonate (0.047 mL), and dichlorobis(tricyclohexylphosphine)palladium(II) (1.16 mg, 0.002 mmol) were added to the mixture. The reaction was heated at 140 C by microwave reactor for 15 minutes. The mixture was filtered, and the filtrate was concentrated to dryness. The mixture was dissolved in 1 mL of acetonitrile and 1,1’-carbonyldiimidazole (9.73 mg, 0.06 mmol) was added to the solution, which was stirred for 1 hour. The mixture was filtered, and the reaction mixture was purified on preparatory reverse phase HPLC using 20-80%B over 20 min. (A=0.1%TFA/H2O; B=0.1%TFA/Acetonitrile). The pure fractions as determined by LC/MS were combined and lyophilized to provide the desired compound. MS (m/z) 693 [M+H]+. 1H NMR (400 MHz, Methanol-d4) δ 8.88 (d, J = 8.1 Hz, 1H), 7.34 (s, 1H), 7.22 - 7.10 (m, 2H), 6.65 (t, J = 9.3 Hz, 1H), 6.37 (d, J = 6.8 Hz, 2H), 5.37 - 5.20 (m, 1H), 4.98 - 4.88 (m, 1H), 3.24 (p, J = 1.7 Hz, 1H), 3.15 - 2.96 (m, 2H), 2.47 (dd, J = 8.1, 4.0 Hz, 1H), 1.39 (d, J = 6.8 Hz, 1H), 1.10 (s, 1H).
A solution of 111A (50 mg, 0.1 mmol) in 1 mL of 4 N of hydrochloride in dioxane and 1 mL of methanol was stirred for 3 hours. The solvent was removed and dried in vacuo. The crude product, 2-((3bS,4aR)-5,5-difluoro-3-(trifluoromethyl)-3b,4,4a,5-tetrahydro-1H- cyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)acetic acid (25.8 mg, 0.092 mmol), and (1-Cyano- 2-ethoxy-2-oxoethylidenaminooxy) dimethylamino-morpholino-carbenium hexafluorophosphate (39.2 mg, 0.092 mmol) were dissolved in DMF (1 mL) and diisopropylethylamine (0.032 mL, 0.18 mmol) was added. The reaction was stirred at room temperature for 1 hour. The mixture was dissolved in 10 mL of EtOAc, and washed with 5 mL of saturated sodium bicarbonate (aq) and 5 mL of brine. The organic layer was dried with sodium sulfate. The mixture was filtered, and the filtrate was dried and concentrated. The crude product was dissolved in 1 mL of dioxane, <strong>[874219-34-8](3-carbamoyl-4-fluorophenyl)boronic acid</strong> (8.65 mg, 0.047 mmol), 1 N of sodium bicarbonate (0.047 mL), and dichlorobis(tricyclohexylphosphine)palladium(II) (1.16 mg, 0.002 mmol) were added to the mixture. The reaction was heated at 140 C by microwave reactor for 15 minutes. The mixture was filtered, and the filtrate was concentrated to dryness. The mixture was dissolved in 1 mL of acetonitrile and 1,1’-carbonyldiimidazole (9.73 mg, 0.06 mmol) was added to the solution, which was stirred for 1 hour. The mixture was filtered, and the reaction mixture was purified on preparatory reverse phase HPLC using 20-80%B over 20 min. (A=0.1%TFA/H2O; B=0.1%TFA/Acetonitrile). The pure fractions as determined by LC/MS were combined and lyophilized to provide the desired compound. MS (m/z) 693 [M+H]+. 1H NMR (400 MHz, Methanol-d4) δ 8.88 (d, J = 8.1 Hz, 1H), 7.34 (s, 1H), 7.22 - 7.10 (m, 2H), 6.65 (t, J = 9.3 Hz, 1H), 6.37 (d, J = 6.8 Hz, 2H), 5.37 - 5.20 (m, 1H), 4.98 - 4.88 (m, 1H), 3.24 (p, J = 1.7 Hz, 1H), 3.15 - 2.96 (m, 2H), 2.47 (dd, J = 8.1, 4.0 Hz, 1H), 1.39 (d, J = 6.8 Hz, 1H), 1.10 (s, 1H).
 

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