Home Cart 0 Sign in  

[ CAS No. 830346-51-5 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 830346-51-5
Chemical Structure| 830346-51-5
Structure of 830346-51-5 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 830346-51-5 ]

Related Doc. of [ 830346-51-5 ]

Alternatived Products of [ 830346-51-5 ]

Product Details of [ 830346-51-5 ]

CAS No. :830346-51-5 MDL No. :MFCD12546648
Formula : C33H32F5N3O5 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 645.62 Pubchem ID :-
Synonyms :

Safety of [ 830346-51-5 ]

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

Application In Synthesis of [ 830346-51-5 ]

* 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 [ 830346-51-5 ]

[ 830346-51-5 ] Synthesis Path-Downstream   1~13

  • 1
  • [ 830346-49-1 ]
  • [ 352303-67-4 ]
  • [ 830346-51-5 ]
YieldReaction ConditionsOperation in experiment
83% With sodium carbonate;tetrakis(triphenylphosphine) palladium(0); In 1,4-dioxane; water; at 90℃; To 5-bromo-1-[2-fluoro-6-(trifluoromethyl)benzyl]-6-methyl-3-[2 (R) - tert-butoxycarbonylamino-2-phenylethyl] -pyrimidine-2, 4 (1H, 3H)-dione le (15 g, 25 mmol) in 30 mL/90 mL of H2O/DIOXANE in a pressure tube were added 2-fluoro-3- methoxyphenylboronic acid (4.25 g, 25 mmol) and sodium carbonate (15.75 g, 150 mmol). N2 gas was bubbled through for 10 min. Tetrakis (triphenylphosphine) palladium (2.9 g, 2.5 mmol) was added, the tube was sealed and the resulting mixture was heated at 90 C overnight. After cooling to ambient temperature, the precipitate was removed by filtration. The volatiles were removed by evaporation and the residue was partitioned between EtOAc/sat. NAHC03. The organic solvent was evaporated and the residue was chromatographed with 2: 3 EtOAc/Hexane to give 13.4 g (20.8 mmol, 83 %) yellow solid. This yellow solid (6.9 g, 10.7 mmol) was dissolved in 20 ML/20 mL CH2C12/TFA. The resulting yellow solution was stirred at room temperature for 2 hours. The volatiles were evaporated and the residue was partitioned between EtOAc/ sat. NAHC03. The organic phase was dried over NA2S04. Evaporation gave lf as a yellow oil (4.3 g, 7.9 mmol, 74%). 1H NMR (CDC13) 8 2.031 (s, 3H), 3.724-4. 586 (m, 6H), 5.32-5. 609 (m, 2H), 6.736-7. 558 (m, 11H) ; MS (CI) M/Z 546.0 (MH+). 3- [2 (R)-AMINO-2-PHENYLETHYL]-5- (2-FLUORO-3-METHOXYPHENYL)-L- [2, 6- DIFLUOROBENZYL]-6-METHYL-PYRIMIDINE-2, 4 (1H, 3I)-DIONE LF. L was made using the same procedure described in this example.
83% With sodium carbonate;tetrakis(triphenylphosphine) palladium(0); In 1,4-dioxane; water; at 90℃; To 5-bromo-l- [2-fluoro-6- (trifluoromethyl) benzyl]-6-methyl-3- [2 (R) - tert-butoxycarbonylamino-2-phenylethyl] -pyrimidine-2, 4 (1H, 3H )-DIONE LE (15 g, 25 mmol) in 30 mL/90 mL of H2O/dioxane in a pressure tube were added 2-fluoro-3- methoxyphenylboronic acid (4.25 g, 25 mmol) and sodium carbonate (15.75 g, 150 mmol). N2 gas was bubbled through for 10 min. Tetrakis (triphenylphosphine) palladium (2.9 g, 2.5 mmol) was added, the tube was sealed and the resulting mixture was heated with stirring at 90 C overnight. After cooling to ambient temperature, the precipitate was removed by filtration. The volatiles were removed by evaporation and the residue was partitioned between EtOAc/sat. NAHC03. The organic solvent was evaporated and the residue was chromatographed with 2: 3 EtOAc/Hexane to give 13.4 g (20.8 mmol, 83 %) yellow solid. This yellow solid (6.9 g, 10.7 mmol) was dissolved in 20 mL/20 mL CH2C12/TFA. The resulting yellow solution was stirred at room temperature for 2 hours. The volatiles were evaporated and the residue was partitioned between EtOAc/ sat. NAHC03. The organic phase was dried over NA2S04. Evaporation gave If as a yellow oil (4.3 g, 7.9 mmol, 74%). 'H NMR (CDC13) 8 2.03 (s, 3H), 3.72-4. 59 (m, 6H), 5.32-5. 61 (m, 2H), 6.74-7. 56 (M, 11H) ; MS (CI) M/Z 546.0 (MH+).
83% To 5-BROMO-1- [2-FLUORO-6- (TRIFLUOROMETHYL) BENZYL]-6-METHYL-3- [2 (R) - TERT-BUTOXYCARBONYLAMINO-2-PHENYLETHYL]-PYRIMIDINE-2, 4 (1H, 3H)-DIONE 4e (15 g, 25 mmol) in 30 mL/90 mL of H2O/DIOXANE in a pressure tube were added 2-fluoro-3- methoxyphenylboronic acid (4.25 g, 25 mmol) and sodium carbonate (15.75 g, 150 mmol). N2 gas was bubbled through for 10 min. Tetrakis (triphenylphosphine) palladium (2.9 g, 2. 5 mmol) was added, the tube was sealed and the resulting mixture was heated at 90 oC overnight. After cooling to ambient temperature, the precipitate was removed by filtration. The volatiles were removed by evaporation and the residue was partitioned between EtOAc/sat. NAHC03. The organic solvent was evaporated and the residue was chromatographed with 2: 3 EtOAc/Hexane to give 13.4 g (20.8 mmol, 83 %) yellow solid
67% With palladium diacetate; potassium carbonate; XPhos; In toluene; at 110℃; for 16h;Inert atmosphere; The (R)-tert-butyl (2-(5-bromo-3-(2-fluoro-6-(trifluoromethyl)benzyl)-4-methyl-2,6-dioxo-2, 3-dihydropyrimidine-1(6H)-yl)-1-phenylethyl)carbamate (5.1g, 16.7mmol),(2-Fluoro-3-methoxy-phenyl)boronic acid (4.25g, 25.0mmol), potassium carbonate (6.98g, 50.0mmol),2-Dicyclohexylphosphorus-2',4',6'-triisopropylbiphenyl (810mg, 1.67mmol), palladium acetate (190mg, 0.83mmol) andToluene (160mL) was added to a 250mL single-necked round bottom flask, and reacted at 110C for 16 hours under nitrogen protection;The reaction was stopped, after cooling to room temperature, filtered, and the filtrate was spin-dried under reduced pressure.Separation and purification by column chromatography (petroleum ether/ethyl acetate (v/v)=4/1) gave the title compound as a white solid (7.25 g, 67%).
With potassium phosphate; (2?dicyclohexylphosphino?2?,4?,6??triisopropyl?1,1??biphenyl)[2?(2??methylamino?1,1??biphenyl)]palladium(II) methanesulfonate; In 1,4-dioxane; water; at 70℃; for 3.5h; 6 g of tert-butyl (R)-(2-(5-bromo-3-(2-fluoro-6-(trifluoromethyl)benzyl)-4-methyl-2,6-dioxo- 3,6-dihydropyrimidin-l(2H)-yl)-l-phenylethyl)carbamate and 2.2 g of 2-fluoro-3- methoxyphenyl)boronic acid were dissolved in 80 ml of dioxane. To the mixture a solution of 6.36 g of potassium phosphate tribasic in 20 ml of water was added. Obtained clear solution was degassed for 10 min at room temperature. Then, 8.6 mg of Pd-Xphos-G4 was added. The solution was stirred at 70 C for 3.5 hours. Reaction mixture was cooled down to approx 45 C and approx 50 ml of the solvent was removed by evaporation. The residue was diluted with 70 ml of ethyl acetate and 70 ml of saturated aqueous solution of NaHCCfi. The phases were separated and the aqueous phase was extracted once more with 70 ml of ethyl acetate. The combined organic extracts were dried over MgS04, filtered and concentrated to provide 5.9 g (91% of theoretical yield) of compound (7) (purity 91% HPLC IN).

  • 2
  • [ 830346-49-1 ]
  • [ 352303-67-4 ]
  • [ 830346-51-5 ]
  • 2,2'-difluoro-3,3'-dimethoxy-1,1'-biphenyl [ No CAS ]
YieldReaction ConditionsOperation in experiment
With tetrakis(triphenylphosphine) palladium(0); sodium hydroxide; In acetone; for 5h;Inert atmosphere; Reflux; 12 g of compound VI and 9.53 g of <strong>[352303-67-4]2-fluoro-3-methoxybenzeneboronic acid</strong> were added to the reaction flask.4.48g sodium hydroxide, 3.24g tetrakistriphenylphosphine palladium and 200mL acetone, nitrogen protection,Heat to reflux, after 5 hours, Add 3.32 g of acetic acid and continue to reflux for 1 hour. The mixture was cooled to room temperature, filtered, and the filtrate was concentrated under reduced pressure. 0.34 g of a white solid was obtained.Its structural identification data is as follows:
  • 3
  • [ 15018-56-1 ]
  • [ 830346-51-5 ]
  • 4
  • [ 352303-67-4 ]
  • [ 830346-51-5 ]
  • 5
  • [ 1150560-59-0 ]
  • (R)-N-(tert-butoxycarbonyl)phenylglycinol [ No CAS ]
  • [ 830346-51-5 ]
YieldReaction ConditionsOperation in experiment
80% With di-isopropyl azodicarboxylate; triphenylphosphine In 1,4-dioxane at 25℃; for 5h; 1.S3; 2.S3; 3.S3; 4.S3 Synthesis of S3, a compound of formula I: Weigh 1.0 g, 1.0 equiv. of the compound of formula X in the reactor, based on the compound of formula X,1.2equiv. of the compound of formula IV is added to the reactor, 1.5 equiv. of triphenylphosphine, at room temperature, and the DIAD of 2.5equiv. is added to the reactor. After stirring the reaction for 5.0 h at room temperature, the reaction solution was concentrated to dryness. Concentrated residue in ethyl acetate and distribute in 1.0N aqueous hydrochloric acid, separate the organic phase, after washing the organic phase with a saturated aqueous solution of sodium hydrogencarbonate and brine, the organic phase was dried over sodium sulfate and concentrated. The concentrate is separated by column chromatography to give a compound of formula I in a yield of 80%.
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; 1 Example 1 Add compound 2 (400 g) into the 10.0 L reactor,Boc-D-phenylglycinol (280 g),Triphenylphosphine (368 g) and tetrahydrofuran (2.4 L). Diisopropyl azodicarboxylate (284 g) was added dropwise and reacted at room temperature. After sampling HPLC to detect the reaction,Add concentrated hydrochloric acid (440 g) to the reaction system,20 Heat to 50-60°C to react. Concentrate after the reaction,Add 20% potassium carbonate aqueous solution (1300 g) and isopropyl acetate (4 L) for extraction. Add 10% phosphoric acid aqueous solution (2.6 L) to the isopropyl acetate phase,The aqueous phase was washed three times with isopropyl acetate (1.2 L). Adjust alkali with 20% potassium carbonate aqueous solution (2600 g) for the water phase,Extract and separate with isopropyl acetate (4 L),Collect the isopropyl acetate phase. The isopropyl acetate phase is concentrated to about 1.6 L,Heat to 70-80°C,Add n-heptane (240 mL) dropwise,Add seed crystals (12 g) of Compound 1 Form A,Slowly cool down to 50-60°C, stir at this temperature for 8 hours,Add n-heptane (960 mL) dropwise within 2 h,After the addition is complete, continue to stir at this temperature for 2 h,Then slowly cool down to 5-15°C,Compound 1 is obtained by filtration,After drying, the product is 345.7 g,The yield is 70.5%,The purity is 99.71%, the area percentage of impurity B is 0.06%, and the area percentage of other impurities is less than 0.10%.
  • 6
  • [ 830346-47-9 ]
  • [ 830346-51-5 ]
  • 7
  • [ 134364-69-5 ]
  • [ 830346-51-5 ]
  • 8
  • C25H27FN2O6 [ No CAS ]
  • [ 239087-06-0 ]
  • [ 830346-51-5 ]
YieldReaction ConditionsOperation in experiment
45.5 g With triethylamine; In ethanol; for 8h;Reflux; Benzylamine substitution reaction: reaction bottle into the 37.6 g compound VIII, 17.0 g 2 - fluoro -6 - trifluoromethyl benzylamine, 9.7 g triethylamine and 150 ml ethanol, heated to reflux, the reaction 8 h add 100 ml ethyl acetate extraction three times, the combined organic layer, after drying with anhydrous sodium sulfate concentrated to dry, to obtain 45.5 g intermediate IX, purity 98.7%, the weight yield of 121%.
  • 9
  • [ 295376-21-5 ]
  • C26H26F4IN3O4Zn [ No CAS ]
  • [ 830346-51-5 ]
YieldReaction ConditionsOperation in experiment
With tris-(dibenzylideneacetone)dipalladium(0); tris-(o-tolyl)phosphine; In toluene; at 60 - 70℃; for 1h; At room temperature, add 20 mL of toluene, compound 3-2 (4.8 g, 23.18 mmoL),Tris (dibenzylideneacetone) dipalladium (0.28g, 0.31mmoL),Tris (o-methylphenyl) phosphorus (0.19g, 0.62mmoL), replaced with nitrogen three times,The temperature was raised to 60 to 70 C. Add the toluene solution of compound 2 in the three-necked bottle R1 dropwise,After the dropwise addition, keep it at 60 70 for 1h;The reaction solution was filtered through celite, and the filtrates were combined and washed with 20 mL of water.It was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated in vacuo to about 20 mL at 50 C, and cooled to 20-30 C. 160 mL of n-heptane was added dropwise to precipitate a solid, which was filtered to obtain a off-white solid, without further drying One-step synthesis
  • 10
  • [ 830346-46-8 ]
  • [ 830346-51-5 ]
  • 12
  • [ 1150560-59-0 ]
  • [ 102089-75-8 ]
  • [ 830346-51-5 ]
YieldReaction ConditionsOperation in experiment
With N,N,N',N'-tetramethylguanidine In N,N-dimethyl-formamide at 25 - 45℃; for 36.25h; 2.2; 3.2 Stage-2: Synthesis of (R)-3-(2-amino-2-phenylethyl)-5-(2-fluoro-3-methoxyphenyl)-1-(2- fluoro-6-(trifluoromethyl) benzyl)-6-methylpyrimidine-2,4(1H,3H)-dione [compound of formula-VI] A mixture of N, N-dimethyl form amide (180 mL), 5-(2-fluoro-3-methoxyphenyl)-1-(2-fluoro-6- (trifluoromethyl) benzyl)-6-methylpyrimidine-2,4(1H,3H)-dione (120 grams, obtained from stage-1), (R)-2-((tert-butoxycarbonyl)amino)-2-phenylethyl methane sulfonate [compound of formula-V(i)] (133 grams) and tetramethyl guanidine (97.4 grams) were stirred for 15 minutes at 25-30 °C. Heated the resulting reaction mixture to 40-45 °C and stirred for 36 hours at the same temperature. Cooled the reaction mixture to 25-30 °C. Isopropyl acetate and phosphoric acid solution was added to the resulting reaction mixture at 25-30°C and stirred for 15 minutes at the same temperature. Both the organic and aqueous layers were separated and organic layer was washed with phosphoric acid solution. Separate the organic layer and washed twice with water. Both the layers were separated and water was added to the organic layer at 25-30 °C. Methane sulfonic acid was added to the obtained reaction mixture at 25-30 °C. Heated the reaction mixture to 40-45 °C and stirred for 4 hours at the same temperature. Cooled the reaction mixture to 25-30 °C. Aqueous potassium carbonate solution was slowly added to the reaction mixture at 25-30 °C and stirred for 10 minutes at the same temperature. Both the aqueous and organic layers were separated. Organic layer was washed with ortho phosphoric acid solution. Aqueous layer was separated and washed twice with isopropyl acetate. Both the aqueous and organic layers were separated, and organic layer was washed with water. Distilled off the solvent from the organic layer under reduced pressure. Co-distilled the obtained compound with isopropyl acetate. Cool the reaction mixture to 25-30°C. Isopropyl acetate and methyl tert butyl ether were added to the obtained compound at 25-30°C and stirred for 4 hours at the same temperature. Filtered the precipitated solid and washed with methyl tert-butyl ether.Isopropyl acetate (120 mL) added to the obtained wet compound at 25-30°C and stirred for 15 minutes at the same temperature. Heated the resulting reaction mixture to 45-50°C and stirred for 30 minutes at the same temperature, reaction mixture and stirred for 15 minutes. Cooled the reaction mixture to 25-30°C. Methyl tert-butyl ether was added to the resulting reaction mixture at 25-30°C and stirred for 4 hours at the same temperature. Filtered the precipitated solid and washed with methyl tert-butyl ether to get the title compound.Yiled: 76.5 %
  • 13
  • [ 1150560-59-0 ]
  • [ 126610-77-3 ]
  • [ 830346-51-5 ]
YieldReaction ConditionsOperation in experiment
With N,N,N',N'-tetramethylguanidine In N,N-dimethyl-formamide at 50 - 60℃; 1-3 Example 1 Preparation of Compound 4 The flask was charged with 10.28 g of compound 1, 18.26 g of compound 2, 9.73 g of tetramethylguanidine, and 7.6 g of DMF, and the temperature was raised to 50-60° C., and the reaction was confirmed by tapping the plate.Evaporate the solvent, reduce to room temperature, add 80g of toluene, and wash with 50mL*2 1mol/L dilute hydrochloric acid.Separate the layers, add 35 g of concentrated hydrochloric acid to the organic phase, stir vigorously, and react at 100°C until the organic phase point plate confirms the completion of the reaction, and then slowly drop to room temperature.After stirring and crystallizing for 1 hour, the filter cake was rinsed with 10 g of pre-cooled toluene and dried at 50° C. to obtain compound 4 with a yield of 95% and a purity of 99.3%.
Same Skeleton Products
Historical Records