Home Cart 0 Sign in  

[ CAS No. 1616340-68-1 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 1616340-68-1
Chemical Structure| 1616340-68-1
Structure of 1616340-68-1 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 1616340-68-1 ]

Related Doc. of [ 1616340-68-1 ]

Alternatived Products of [ 1616340-68-1 ]

Product Details of [ 1616340-68-1 ]

CAS No. :1616340-68-1 MDL No. :MFCD28978326
Formula : C20H22F2N2O7 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 440.40 Pubchem ID :-
Synonyms :

Safety of [ 1616340-68-1 ]

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

Application In Synthesis of [ 1616340-68-1 ]

* 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 [ 1616340-68-1 ]

[ 1616340-68-1 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 1335210-23-5 ]
  • [ 72235-52-0 ]
  • [ 1616340-68-1 ]
YieldReaction ConditionsOperation in experiment
57% Example 30 Preparation of compound (V) (R, Rl and R2= methyl) The compound (VII) (5 g, 0.015 mol), was stirred in MDC (50 ml) at 25-30C and CDI (4.37 g, 0.027 mol) was added. After the solution was stirred at 35- 40C for 1 hour, cooled to 25-30C. To this compound (VI) 2,4- difluorobenzylamine (2.72 g, 0.019 mol) was added and the reaction mixture was further stirred for 1 hour at 25-30C. The reaction mixture was added to water (50 ml). To the reaction solution MDC was added, exacted and the organic layer was washed with dilute HC1 solution, brine solution, an aqueous saturated sodium bicarbonate solution and finally with brine solution. The solvent was distilled off under reduced pressure to obtain titled compound (4 g, 57 %).
With N-ethyl-N,N-diisopropylamine; HATU; In acetonitrile; for 0.166667h; Example 1 Preparation of Compound 1 N-(2,4-difluorobenzyi)-8-hydroxy-7,9-dioxo-2,3,4,5,7,9,13,13a-octahydro-2,5- methanopyrido[ 1 2':4,5]pyrazmo[2, 1 -b] [ 1 ,3]oxazepine-l 0-carboxamide (+/-) 1 -A 1 -C 1 (+/-) Step 1 l -(2,2-dimethoxyethyi)-5-methoxy-6-(methoxycarbonyl)-4-oxo-l,4- dihydropyridme-3-carboxylie acid (1-A, 0.300 g, 0.95 mmol), prepared as described in WO201 1/1 19566 A l , was evaporated once from dry toluene, suspended in acetonitrie (4 mL) and treated with Nu,Nu-diisopropylethylamine (DIPEA) (0.329 mL, 1.90 mmol), <strong>[72235-52-0]2,4-difluorobenzylamine</strong> (0.125 mL, 1 .05 mmol) and HATU (0.433 g, 1.14 mmol). The reaction mixture was stirred for 10 minutes and concentrated. The residue was purified by flash chromatography on silica gel (10 to 60% ethyl acetate :dichloromethane) to afford the compound methyl 5-(2,4-difIuorobenzylearbamoyi)~ 1 -(2,2-d.imeth.oxyeth l)- 3-methoxy-4-oxo- 1 ,4-dihydropyridine-2-carboxylate, 1-B. -NMR (400 MHz, DMSO-d6i delta 10.28 (t, ./ 6.0 Hz, 1 H), 8.46 (s, 1 1 1 ). 7.42 (dd, 15.4, 8.6 Hz, 1 H), 7.24 (m, 1 H), 7.06 (m, 1 H), 4.52 (m, 3H), 4.22 (d, ./ 4.4 Hz, 2H), 3.92 is. M l ). 3.80 (s, 3H),3.29 (d, 6H). LCMS-ESI+ ( n/z): M · 1 1 1 calculated for ( ·..· f.- -J ; · () -: 441.15; found: 441.2.
The reaction flask was charged with tetrahydrofuran (700 g)Compound A (80 g, 0.254 mol) and CDI (49.4 g, 1.2 eq);Heated to reflux (70 C), stirred for 2.5h;Put CDI (12.4g, 0.3eq), continue to reflux mixing 2.0h;Cool to 20 ~ 25 ,2,4-Difluorobenzylamine (40.0 g, 1.1 eq)Maintaining 20 ~ 25 stirring reaction 5h;After the reaction is completed,Methyl tert-butyl ether (600 g) and 3% hydrochloric acid (600 g)Stir for 10 minutes, let stand for 10 minutes;The layers were separated and the organic layer was charged with 3% sodium hydroxide (600 g); stirred for 10 minutes and allowed to stand for 10 minutes; the layers were separated and the organic layer was charged with water (600 g)Stir for 10 minutes, let stand for 10 minutes; stratification, the organic phase was concentrated to dryness, directly to the next step reaction.
52.2 g Add 50.0 g of raw material SM1, 33.4 g of CDI to the dry three-necked flask at room temperature, and then add 500.0 mL of the reaction solution DCM;The inside of the three-necked bottle is then replaced with nitrogen; exemplary,Nitrogen replacement uses a nitrogen displacement device to extract the air in the container for nitrogen replacement.The main purpose is to avoid flammable mixtures of combustible gases in the container with oxygen in the air, thereby avoiding possible internal combustion or explosion;The nitrogen replacement equipment includes: nitrogen gas receiving and its accessories, liquefied petroleum gas gas receiving, nitrogen gas cylinder and liquefied petroleum gas automobile tank car.After the completion of the nitrogen exchange, the mixture was reacted at a temperature of 40 C for 3 h, then cooled to room temperature, 27.2 g of SM3 was added, and the mixture was shaken and mixed at room temperature for 2 to 3 hours; then 300.0 mL of water was added to the reaction solution. The majority of the DCM was removed by vacuum distillation, the residue was filtered, the filtrate was separated by standing, the organic phase was taken, and the remaining aqueous phase was extracted twice with 200.0 mL of the extract DCM; The organic phase obtained after the organic phase was combined with the organic phase obtained by layering of the filtrate, combined and dried over anhydrous sodium sulfate. After that, the organic phase was filtered again. After filtration, the filtrate was added to 70.0 g of silica gel for mixing, and then the solvent was removed by rotary distillation, followed by column chromatography. The mobile phase was separated by dichloromethane: methanol = 100:1. The volume fraction was subjected to elution, and the fraction after elution was collected, and evaporated to dryness to give 52.20 g of oil as Compound I.
52.20 g Specifically, the synthesis method of Compound I is: at room temperature, add 50.0 g of the raw material SM1, 33.4 g of CDI to a dry three-necked flask, and then add 500.0 mL of the reaction solution DCM; and then replace the inside of the three-necked flask with nitrogen; Example By nature, nitrogen replacement uses a nitrogen replacement device to extract the air from the container to achieve nitrogen replacement. The main purpose is to prevent the combustible gas in the container from forming a flammable mixture with oxygen in the air, which may cause internal combustion or explosion; nitrogen replacement equipment Including: Nitrogen gas receiver and its accessories, LPG gas receiver, Nitrogen cylinder and LPG car tanker.After the nitrogen replacement was completed, the above mixed solution was reacted at a temperature of 40 C for 3 hours, and then lowered to room temperature. 27.2 g of SM3 was added. After shaking and mixing at room temperature, the mixture was allowed to react for 2 to 3 hours. Then, 300.0 mL of water was added to the reaction solution. Most of the DCM is removed by distillation under reduced pressure, the residue is filtered, the filtrate is separated by standing, the organic phase is taken, and the remaining aqueous phase is extracted twice with 200.0 mL of the extraction solution DCM, and then the extraction is performed. The organic phase obtained afterwards was combined with the organic phase obtained by layering the filtrate, and the organic phase was combined and dried over anhydrous sodium sulfate. The organic phase was filtered again. After filtration, 70.0 g of silica gel was added to the filtrate for sample stirring. The solvent was removed by rotary evaporation, and then column chromatography was performed. The mobile phase was separated by dichloromethane: methanol = 100: 1 ( Volume ratio) was used for elution, and the eluted components were collected and evaporated to dryness under reduced pressure to obtain 52.20 g of an oily substance, which is Compound I.

  • 2
  • [ 1335210-23-5 ]
  • [ 1616340-68-1 ]
  • 3
  • [ 1616340-68-1 ]
  • [ 1051375-10-0 ]
  • [ 1646862-07-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: formic acid / 3 h / 60 °C / Inert atmosphere 2: trifluoroacetic acid / acetonitrile / 12 h / 80 °C / Inert atmosphere 3: 1,2-dimethoxyethane / 1 h / 20 °C / Inert atmosphere 4: chloro-trimethyl-silane; sodium iodide / acetonitrile / 5 h / 50 °C / Inert atmosphere
Multi-step reaction with 4 steps 1: formic acid / 3 h / 60 °C / Inert atmosphere 2: trifluoroacetic acid / acetonitrile / 16.5 h / 60 °C / Inert atmosphere 3: 1,2-dimethoxyethane / 1 h / 20 °C / Inert atmosphere 4: chloro-trimethyl-silane; sodium iodide / acetonitrile / 5 h / 50 °C / Inert atmosphere
Multi-step reaction with 4 steps 1: formic acid / 3 h / 60 °C / Inert atmosphere 2: magnesium triflate / acetonitrile / 21 h / 60 °C / Inert atmosphere 3: 1,2-dimethoxyethane / 1 h / 20 °C / Inert atmosphere 4: chloro-trimethyl-silane; sodium iodide / acetonitrile / 5 h / 50 °C / Inert atmosphere
  • 4
  • [ 1616340-68-1 ]
  • [ 1051375-10-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: formic acid / 3 h / 60 °C / Inert atmosphere 2: trifluoroacetic acid / acetonitrile / 12 h / 80 °C / Inert atmosphere 3: 1,2-dimethoxyethane / 1 h / 20 °C / Inert atmosphere 4: lithium bromide / water; tetrahydrofuran / Reflux
Multi-step reaction with 4 steps 1: formic acid / 3 h / 60 °C / Inert atmosphere 2: trifluoroacetic acid / acetonitrile / 16.5 h / 60 °C / Inert atmosphere 3: 1,2-dimethoxyethane / 1 h / 20 °C / Inert atmosphere 4: lithium bromide / water; tetrahydrofuran / Reflux
Multi-step reaction with 4 steps 1: formic acid / 3 h / 60 °C / Inert atmosphere 2: magnesium triflate / acetonitrile / 21 h / 60 °C / Inert atmosphere 3: 1,2-dimethoxyethane / 1 h / 20 °C / Inert atmosphere 4: lithium bromide / water; tetrahydrofuran / Reflux
  • 5
  • [ 1616340-68-1 ]
  • [ 1335210-35-9 ]
  • 6
  • [ 1616340-68-1 ]
  • [ 1335210-35-9 ]
  • N-(2,4-difluorobenzyl)-7-methoxy-4-methyl-6,8-dioxo-3,4,6,8,12,12a-hexahydro-2H-pyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazine-9-carboxamide [ No CAS ]
  • (R)-N-(2,4-difluorobenzyl)-2-(4-hydroxybutan-2-yl)-9-methoxy-1,8-dioxo-1,8-dihydro-2H-pyrido[1,2-a]pyrazine-7-carboxamide [ No CAS ]
  • 7
  • [ 61477-40-5 ]
  • [ 1616340-68-1 ]
  • [ 1335210-35-9 ]
  • N-(2,4-difluorobenzyl)-7-methoxy-4-methyl-6,8-dioxo-3,4,6,8,12,12a-hexahydro-2H-pyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazine-9-carboxamide [ No CAS ]
  • (R)-N-(2,4-difluorobenzyl)-2-(4-hydroxybutan-2-yl)-9-methoxy-1,8-dioxo-1,8-dihydro-2H-pyrido[1,2-a]pyrazine-7-carboxamide [ No CAS ]
Same Skeleton Products
Historical Records