Home Cart 0 Sign in  

[ CAS No. 1022931-60-7 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 1022931-60-7
Chemical Structure| 1022931-60-7
Structure of 1022931-60-7 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 1022931-60-7 ]

Related Doc. of [ 1022931-60-7 ]

Alternatived Products of [ 1022931-60-7 ]

Product Details of [ 1022931-60-7 ]

CAS No. :1022931-60-7 MDL No. :MFCD14686836
Formula : C11H11BrFNO Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 272.11 Pubchem ID :-
Synonyms :

Safety of [ 1022931-60-7 ]

Signal Word: Class:
Precautionary Statements: UN#:
Hazard Statements: Packing Group:

Application In Synthesis of [ 1022931-60-7 ]

* 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 [ 1022931-60-7 ]

[ 1022931-60-7 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 616-45-5 ]
  • [ 76283-09-5 ]
  • [ 1022931-60-7 ]
YieldReaction ConditionsOperation in experiment
97% Description 28: 1-[(4-bromo-2-fluorophenyl)methyl]-2-pyrrolidinone (D28); To a solution of 2-pyrrolidinone (1.27g, 14.92mmol) in DMF (40ml) was added sodium hydride (60% in mineral oil, 16.41 mmol, 656mg) portionwise under argon at room temperature and stirred for 15mins. Then 2-fluoro-4-bromo-benzylbromide (4.Og, 14.9mmol) was added. The resulting mixture was allowed to stir at room temperature overnight. Then the reaction mixture was quenched by the addition of water (2ml). The DMF was evaporated off under reduced pressure and the residue partitioned between ethyl acetate and water. The organic layer was washed with brine and dried over sodium sulphate. The solvent was removed by rotary evaporation to give an oil which was purified by column chromatography on silica using 10 to 100% ethyl acetate in n-pentane to give the title compound as an oil which then solidified on standing (3.95g, 97%).1 H-NMR (400MHz, CDCI3) delta: 7.28-7.13 (3H, m), 4.46 (2H, s), 3.31 (2H, m), 2.43 (2H, m), 2.0 (2H, m); LC/MS Retention time 2.56mins/(ES+) 272, 274 (M+H, C11H11BrFNO requires 271 and 273).
85% To a solution of 2-pyrrolidinone (0.625g, 7.35mmol) in DMF (20ml) was added sodium hydride (60% suspension in mineral oil, 0.328g, 8.2mmol) portionwise under argon at room temperature and stirred for 15 minutes. Then 2-fluoro-4-bromo-benzyl bromide (2.Og, 7.46mmol) was added. The resulting mixture was allowed to stir at room temperature for 5 hours and allowed to stand at room temperature overnight. The reaction was quenched by the addition of water (2ml) and then evaporated off the dimethylformamide under reduced pressure and partitioned between ethyl acetate and water, dried with sodium sulphate. The solvent was removed by rotary evaporation to give an oil which was purified by column chromatography on silica using 10 to 100% ethyl acetate in n-pentane to give the title compound as a colourless oil (1.7Og, 85%).LC/MS (ES): Found 272 & 274 (ES+), retention time 2.52mins. C11H11BrFNO requires 271& 273.1H-NMR (400MHz, CDCI3): 2.0 (2H, m), 2.43 (2H, m), 3.31 (2H, m), 4.46 (2H, s), 7.13-7.28 (3H, m).
  • 2
  • [ 1022931-60-7 ]
  • [ 938022-22-1 ]
  • [ 1092459-40-9 ]
YieldReaction ConditionsOperation in experiment
2% With caesium carbonate at 180℃; for 0.5h; Microwave irradiation; 25 Example 25: 1 -({4-[3-(difluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1 -yl]-2- fluorophenyl}methyl)-2-pyrrolidinone (E25); A mixture of 3-(difluoromethyl)-4,5,6,7-tetrahydro-1/-/-indazole (D15) (200mg, 1.16mmol), copper (I) oxide (166mg, 1.16mmol), cesium carbonate (756mg, 2.32mmol) in DMSO (2ml) was prepared. The mixture was stirred for 1 min, then 1-[(4-bromo-2- fluorophenyl)methyl]-2-pyrrolidinone (D28) (316mg, 1.16mmol) and N,N-dimethylglycine (120mg, 1.16mmol) was successively added. The reaction tube was quickly sealed and the contents were heated in a microwave reactor at 18O0C for 30 minutes. The reaction mixture was diluted with ethyl acetate and filtered through kieselguhr to remove catalyst. The filtrate was washed with brine then dried over sodium sulphate. The solvent was removed by rotary evaporation and the desired product was isolated by column chromatography on silica using 10-90% ethyl acetate in n-pentane and further purified by MDAP to give the title compound as a yellow brown gum (8mg, 2%).1 H-NMR (400MHz, CDCI3) δ: 7.39 (1 H, m), 7.27 (2H, m), 6.70 (1 H, t, J=56Hz), 4.55 (2H, s), 3.34 (2H, m), 2.72 (4H, m), 2.43( 2H, m), 2.02 (2H, m), 1.82( 4H, m); LC/MS Retention time 3.08mins/(ES+) 364 (M+H, C19H20F3N3O requires 363).
  • 3
  • [ 1022931-60-7 ]
  • [ 1022931-45-8 ]
  • [ 1022931-07-2 ]
YieldReaction ConditionsOperation in experiment
30% Stage #1: 3-(trifluoromethyl)-1,4,6,7-tetrahydropyrano[4,3-c]pyrazole With potassium carbonate In dimethyl sulfoxide for 0.0166667h; Stage #2: 1-[(4-bromo-2-fluorophenyl)methyl]-2-pyrrolidinone With dimethylaminoacetic acid In dimethyl sulfoxide at 180℃; for 0.666667h; Microeave irradiation; 31 1-({2-fluoro-4-[3-(trifluoromethyl)-6,7-dihydropyrano[4,3-c]pyrazol-1(4H)-yl]phenyl}methyl)-2-pyrrolidinone A mixture of copper (I) iodide (49.5 mg, 0.26 mmol), 3-(trifluoromethyl)-1,4,6,7-tetrahydropyrano[4,3-c]pyrazole (D4, 50 mg, 0.26 mmol), potassium carbonate (72 mg, 0.52 mmol) and dimethylsulfoxide (1.5 ml) was stirred for 1 minute, 1-[(4-bromo-2-fluorophenyl)methyl]-2-pyrrolidinone (D11, 71 mg, 0.26 mmol) and N,N-dimethylglycine (20 mol %, 0.05 mmol, 5 mg) were then successively added. The reaction tube was quickly sealed and the contents were heated in a microwave reactor at 180° C. for 40 minutes. Then the reaction mixture was cooled and partitioned between ethyl acetate and water, organic layer separated, dried with sodium sulphate and evaporated. The residue was purified by mass directed auto-preparation (MDAP) to give the title compound as a solid (30 mg, 30%). 1H-NMR (400 MHz, CDCl3) δ: 7.42 (1H, m), 7.31 (2H, m), 4.80 (2H, m), 4.56 (2H, s), 3.93 (2H, m), 3.35 (2H, m), 2.90 (2H, m), 2.44 (2H, m), 2.03 (2H, m); LC/MS Retention time 2.75 mins/(ES+) 384 (M+H, C18H17F4N3O2 requires 383).
  • 4
  • [ 1022931-60-7 ]
  • [ 733757-89-6 ]
  • [ 1022931-13-0 ]
YieldReaction ConditionsOperation in experiment
6.5% A mixture of copper (I) iodide (105 mg, 0.55 mmol), <strong>[733757-89-6]6-tert-butoxycarbonyl-3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine</strong> (D7, 160 mg, 0.55 mmol), potassium carbonate (152 mg, 1.10 mmol) and dimethylsulfoxide (2 ml) was stirred for 1 minute, 1-[(4-bromo-2-fluorophenyl)methyl]-2-pyrrolidinone (D11, 160 mg, 0.551 mmol) and N,N-dimethylglycine (57 mg, 0.55 mmol) were then successively added. The reaction tube was quickly sealed and the contents were heated in a microwave reactor at 180 C. for 40 minutes. Then the reaction mixture was cooled and partitioned between ethyl acetate and water, organic layer separated, dried with sodium sulphate and evaporated. The residue purified by mass directed auto-preparation (MDAP) and SCX cartridge, washed with methanol (20 ml) and eluding with 1M ammonia methanol solution. Solvent was removed, dried under high vacuum and treated with ethereal hydrochloric acid to give the title compound as a solid (15 mg, 6.5%). 1H-NMR (400 MHz, Free Base, CDCl3) delta: 7.42 (1H, m), 7.28 (1H, m), 7.18 (1H, m), 4.55 (2H, s), 4.08 (2H, s), 3.35 (2H, m), 3.15 (2H, m), 2.76 (2H, m), 2.43 (2H, m), 2.03 (2H, m), 1.85 (1H, br s); Retention time 1.67 mins/(ES+) 383 (M+H, C18H18F4N4O requires 382).
Same Skeleton Products
Historical Records