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Chemical Structure| 6794-35-0 Chemical Structure| 6794-35-0

Structure of 6794-35-0

Chemical Structure| 6794-35-0

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Product Details of [ 6794-35-0 ]

CAS No. :6794-35-0
Formula : C5H4Cl2N2O
M.W : 179.00
SMILES Code : O=C1C=C(Cl)C(Cl)=NN1C
MDL No. :MFCD19443343
InChI Key :FAONJYDUFJRVGW-UHFFFAOYSA-N
Pubchem ID :12409918

Safety of [ 6794-35-0 ]

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

Application In Synthesis of [ 6794-35-0 ]

* 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 [ 6794-35-0 ]

[ 6794-35-0 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 186581-53-3 ]
  • [ 17285-36-8 ]
  • [ 112342-59-3 ]
  • [ 6794-35-0 ]
  • 3
  • [ 6794-35-0 ]
  • [ 214360-60-8 ]
  • N-{4-[1-methyl-6-oxo-3-(2-phenoxyphenyl)-1,6-dihydropyridazin-4-yl]phenyl}acetamide [ No CAS ]
  • 4
  • [ 6794-35-0 ]
  • [ 214360-60-8 ]
  • N-(4-(3-chloro-1-methyl-6-oxo-1,6-dihydropyridazin-4-yl)phenyl)acetamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
35 mg With caesium carbonate; In 1,4-dioxane; water; at 135℃; for 0.5h;Microwave irradiation; A 4mL microwave vial was charged with a stir bar, a solution of Example 18B (40 mg, 0.22 mmol) in dioxane (lmL), a solution of N-(4-(4,4,5,5-tetramethyl- l,3,2-dioxaborolan-2-yl)phenyl)acetamide monomer (87 mg, 1.5 equivalents,0.34 mmol) in dioxane (1 mL), cesium carbonate (145 mg, 2 eq, 0.44 mmol) in water (.45 mL) with Silicat resin (82 mg, 0.1 eq, 0.27 loading). This was placed in parallel dual model microwave system Anton Parr and was allowed to heat at 135 C for 30 minutes. Upon completion, the crude material was filtered, dried, and purified by reverse phase HPLC (CI 8, 0-100 % CH3CN/water (0.1% TFA)) to afford N-(4-(3-chloro-l-methyl-6-oxo-l,6-dihydropyridazin-4- yl)phenyl)acetamide intermediate (35 mg, 0.13 mmol) which was then dissolved in dioxane ( lmL) to which was added excess 2-pheoxyphenyl boronic acid (45 mg, 1.6 equivalents, 0.20mmol) in dioxane, cesium carbonate (41 mg, 1 equivalent, 0.12 mmol) in water (0.130 mL) and with Silicat resin (93 mg, 0.2 eq, 0.27 loading). This was again placed in parallel dual model microwave system Anton Parr and was allowed to heat at 135 C for 30 minutes. Upon completion, the crude material was filtered, dried, and purified by reverse phase HPLC (CI 8, 0-100 % CH3CN/water (0.1% TFA)) to afford the title compound. 1H NMR (400 MHz, DMSO-d6/D20) delta 7.58 (dd, J = 7.5, 1.7 Hz, 1H), 7.48-7.32 (m, 3H), 7.25-7.16 (m, 3H), 7.06 (t, J = 7.9 Hz, 3H), 6.89 (s, 1H), 6.57 (d, J = 7.7 Hz, 1H), 6.36 (d, J = 7.7 Hz, 2H), 3.70 (s, 3H), 2.06 (s, 3H). MS (ESI+) m/z 412 (M+H)+.
35 mg With caesium carbonate; In 1,4-dioxane; water; at 135℃; for 0.5h;Microwave irradiation; Example 105 N-{4-[1-methyl-6-oxo-3-(2-phenoxyphenyl)-1,6-dihydropyridazin-4-yl]phenyl}acetamide [0875] A 4 mL microwave vial was charged with a stir bar, a solution of Example 18B (40 mg, 0.22 mmol) in dioxane (1 mL), a solution of <strong>[214360-60-8]N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide</strong> monomer (87 mg, 1.5 equivalents, 0.34 mmol) in dioxane (1 mL), cesium carbonate (145 mg, 2 eq, 0.44 mmol) in water (0.45 mL) with Silicat resin (82 mg, 0.1 eq, 0.27 loading). This was placed in parallel dual model microwave system Anton Parr and was allowed to heat at 135 C. for 30 minutes. Upon completion, the crude material was filtered, dried, and purified by reverse phase HPLC (C18, 0-100% CH3CN/water (0.1% TFA)) to afford N-(4-(3-chloro-1-methyl-6-oxo-1,6-dihydropyridazin-4-yl)phenyl)acetamide intermediate (35 mg, 0.13 mmol) which was then dissolved in dioxane (1 mL) to which was added excess 2-pheoxyphenyl boronic acid (45 mg, 1.6 equivalents, 0.20 mmol) in dioxane, cesium carbonate (41 mg, 1 equivalent, 0.12 mmol) in water (0.130 mL) and with Silicat resin (93 mg, 0.2 eq, 0.27 loading). This was again placed in parallel dual model microwave system Anton Parr and was allowed to heat at 135 C. for 30 minutes. Upon completion, the crude material was filtered, dried, and purified by reverse phase HPLC (C18, 0-100% CH3CN/water (0.1% TFA)) to afford the title compound. 1H NMR (400 MHz, DMSO-d6/D2O) delta 7.58 (dd, J=7.5, 1.7 Hz, 1H), 7.48-7.32 (m, 3H), 7.25-7.16 (m, 3H), 7.06 (t, J=7.9 Hz, 3H), 6.89 (s, 1H), 6.57 (d, J=7.7 Hz, 1H), 6.36 (d, J=7.7 Hz, 2H), 3.70 (s, 3H), 2.06 (s, 3H). MS (ESI+) m/z 412 (M+H)+.
  • 5
  • [ 22237-12-3 ]
  • [ 108238-09-1 ]
  • [ 76-05-1 ]
  • [ 6794-35-0 ]
  • 5-(3-amino-4-methylphenyl)-2-methyl-6-(2-phenoxyphenyl)pyridazin-3(2H)-one trifluoroacetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Example 64 5-(3-amino-4-methylphenyl)-2-methyl-6-(2-phenoxyphenyl)pyridazin-3(2H)-one [0816] Example 64 was prepared according to the procedure used for the preparation of Example 60, substituting 3-amino-4-methylphenylboronic acid for 1-methyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperazine, to provide the title compound as TFA salt. 1H NMR (500 MHz, DMSO-d6) δ 7.57 (dd, J=7.63, 1.53 Hz, 1H) 7.33-7.40 (m, 1H) 7.20-7.26 (m, 3H) 7.00-7.11 (m, 2H) 6.90 (d, J=1.53 Hz, 1H) 6.86 (s, 1H) 6.68 (dd, J=7.93, 1.53 Hz, 1H) 6.59 (d, J=7.63 Hz, 1H) 6.38 (d, J=7.63 Hz, 2H) 3.70 (s, 3H) 2.19 (s, 3H). MS (ESI) m/z 384 (M+H)+.
 

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Technical Information

• Acyl Group Substitution • Alkyl Halide Occurrence • Baeyer-Villiger Oxidation • Barbier Coupling Reaction • Baylis-Hillman Reaction • Bucherer-Bergs Reaction • Chan-Lam Coupling Reaction • Clemmensen Reduction • Complex Metal Hydride Reductions • Corey-Bakshi-Shibata (CBS) Reduction • Corey-Chaykovsky Reaction • Fischer Indole Synthesis • General Reactivity • Grignard Reaction • Henry Nitroaldol Reaction • Hiyama Cross-Coupling Reaction • Horner-Wadsworth-Emmons Reaction • Hydride Reductions • Kinetics of Alkyl Halides • Kumada Cross-Coupling Reaction • Lawesson's Reagent • Leuckart-Wallach Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Passerini Reaction • Paternò-Büchi Reaction • Petasis Reaction • Peterson Olefination • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Amines • Prins Reaction • Reactions of Aldehydes and Ketones • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reformatsky Reaction • Robinson Annulation • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Ketenes • Stille Coupling • Stobbe Condensation • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling • Tebbe Olefination • Ugi Reaction • Wittig Reaction • Wolff-Kishner Reduction

Categories

Related Functional Groups of
[ 6794-35-0 ]

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Related Parent Nucleus of
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Pyridazines

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