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[ CAS No. 1214900-63-6 ] {[proInfo.proName]}

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Chemical Structure| 1214900-63-6
Chemical Structure| 1214900-63-6
Structure of 1214900-63-6 * Storage: {[proInfo.prStorage]}
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Product Details of [ 1214900-63-6 ]

CAS No. :1214900-63-6 MDL No. :MFCD19689535
Formula : C8H6BrFN2 Boiling Point : -
Linear Structure Formula :- InChI Key :GRCZRZKMGJKLAE-UHFFFAOYSA-N
M.W :229.05 Pubchem ID :67293192
Synonyms :

Safety of [ 1214900-63-6 ]

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 [ 1214900-63-6 ]

* 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 [ 1214900-63-6 ]

[ 1214900-63-6 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 110-87-2 ]
  • [ 1214900-63-6 ]
  • [ 1214900-61-4 ]
YieldReaction ConditionsOperation in experiment
85% With toluene-4-sulfonic acid In dichloromethane at 20℃; for 72h; Preparation 69: 6-bromo-4-fluoro-3-methyl- 1-(tetrahydro-2H-pyran-2-yl)-1H- indazole p-Toluenesulfonic acid (236 mg, 1.24 mmol) was added to a solution of 6-bromo-4-fluoro-3-methyl-1H-indazole (2.84 g, 12.4 mmol) in dichloromethane (41 mL),followed by 3,4-dihydro-2H-pyran (3.13 g, 37.2 mmol) and the reaction mixture was stirred at rt for 3 days. The reaction mixture filtered through a pad of silica gel and the filtrated was concentrated in vacuo to yield 6-bromo-4-fluoro-3-methyl-1-(tetrahydro-2H- pyran-2-yl)-1H-indazole (3.3 g, 10.5 mmol, 85 % yield). (m/z): [M+Naj calcd for C13H14BrFN2NaO 335.02 found 335.4.
  • 2
  • [ 746630-34-2 ]
  • 6-bromo-4-fluoro-3-methyl-1H-indazole [ No CAS ]
  • 3
  • [ 1214900-63-6 ]
  • [ 2095484-20-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: copper diacetate; pyridine / dichloromethane / 20 °C 2: 1,1'-bis(di-tert-butylphosphino)ferrocenepalladium(II) dichloride; potassium phosphate / water; acetonitrile / 2 h / 100 °C / Inert atmosphere; Microwave irradiation; Sealed tube
  • 6
  • [ 183065-68-1 ]
  • [ 1214900-63-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: dmap; N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 16 h / 20 °C / Cooling with ice 2: tetrahydrofuran; diethyl ether / 21.5 h / -78 - 20 °C / Inert atmosphere 3: hydrazine hydrate / tetrahydrofuran / 4.5 h / 20 - 80 °C
  • 7
  • [ 870837-43-7 ]
  • [ 1214900-63-6 ]
  • [ 2763537-66-0 ]
YieldReaction ConditionsOperation in experiment
12% With palladium (II) [1,1'-bis(diphenylphosphanyl)ferrocene] dichloride; triethylamine In N,N-dimethyl-formamide at 120℃; for 2h; 34 Example 34: (E)-N-(2,3-dihydro-1H-inden-1-yl)-3-(4-fluoro-3-methyl-1H-indazol-6- yl)acrylamide Into a 8-mL vial, was placed 6-bromo-4-fluoro-3-methyl-1H-indazole (Example 24, Step 1, 100.0 mg, 0.44 mmol, 1.0 equiv), N-(2,3-dihydro-1H-inden-1-yl)prop-2-enamide (81.8 mg, 0.44 mmol, 1.0 equiv), Pd(dppf)Cl2 (31.9 mg, 0.04 mmol, 0.10 equiv), Et3N (0.18 mL, 1.31 mmol, 3.0 equiv), DMF (4.0 mL). The resulting solution was stirred for 2 h at 120 °C in an oil bath. The reaction mixture was cooled. The residue was applied onto a silica gel column with PE/THF (1/1). This resulted in 17 mg (12%) of (E)-N-(2,3-dihydro-1H-inden-1-yl)-3-(4-fluoro-3-methyl- 1H-indazol-6-yl)acrylamide as a solid. LC MS (ES, m/z): [M+H]+=336 1H-NMR (300 MHz, DMSO-d6, ppm) δ 13.09 (s, 1H), 8.47 (d, J = 8.1 Hz, 1H), 7.61 (d, J = 15.6 Hz, 1H), 7.48 (s, 1H), 7.35 -7.15 (m, 4H), 7.01 (d, J = 12.0 Hz, 1H), 6.73 (d, J = 15.6 Hz, 1H), 5.49-5.36 (m, 1H), 3.06 -2.76 (m, 2H), 2.56 (s, 3H), 2.47-2.38 (m, 1H), 1.92-1.76 (m, 1H).
12% With palladium (II) [1,1'-bis(diphenylphosphanyl)ferrocene] dichloride; triethylamine In N,N-dimethyl-formamide at 120℃; for 2h; 34 Example 34: (E)-N-(2,3-dihydro-1H-inden-1-yl)-3-(4-fluoro-3-methyl-1H-indazol-6- yl)acrylamide Into a 8-mL vial, was placed 6-bromo-4-fluoro-3-methyl-1H-indazole (Example 24, Step 1, 100.0 mg, 0.44 mmol, 1.0 equiv), N-(2,3-dihydro-1H-inden-1-yl)prop-2-enamide (81.8 mg, 0.44 mmol, 1.0 equiv), Pd(dppf)Cl2 (31.9 mg, 0.04 mmol, 0.10 equiv), Et3N (0.18 mL, 1.31 mmol, 3.0 equiv), DMF (4.0 mL). The resulting solution was stirred for 2 h at 120 °C in an oil bath. The reaction mixture was cooled. The residue was applied onto a silica gel column with PE/THF (1/1). This resulted in 17 mg (12%) of (E)-N-(2,3-dihydro-1H-inden-1-yl)-3-(4-fluoro-3-methyl- 1H-indazol-6-yl)acrylamide as a solid. LC MS (ES, m/z): [M+H]+=336 1H-NMR (300 MHz, DMSO-d6, ppm) δ 13.09 (s, 1H), 8.47 (d, J = 8.1 Hz, 1H), 7.61 (d, J = 15.6 Hz, 1H), 7.48 (s, 1H), 7.35 -7.15 (m, 4H), 7.01 (d, J = 12.0 Hz, 1H), 6.73 (d, J = 15.6 Hz, 1H), 5.49-5.36 (m, 1H), 3.06 -2.76 (m, 2H), 2.56 (s, 3H), 2.47-2.38 (m, 1H), 1.92-1.76 (m, 1H).
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