Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | |||||
{[ item.p_purity ]} | {[ item.pr_size ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} | {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]} | {[ item.pr_usastock ]} | Inquiry - | {[ item.pr_chinastock ]} | Inquiry - |
* Storage: {[proInfo.prStorage]}
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 : |
|
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: |
![]() |
* 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.
Yield | Reaction Conditions | Operation 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. |
Yield | Reaction Conditions | Operation 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 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
61% | With pyridine; copper diacetate In dichloromethane at 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: tetrahydrofuran; diethyl ether / 21.5 h / -78 - 20 °C / Inert atmosphere 2: hydrazine hydrate / tetrahydrofuran / 4.5 h / 20 - 80 °C |
Yield | Reaction Conditions | Operation 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 |
Yield | Reaction Conditions | Operation 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). |