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Chemical Structure| 345893-26-7 Chemical Structure| 345893-26-7

Structure of 345893-26-7

Chemical Structure| 345893-26-7

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Product Details of [ 345893-26-7 ]

CAS No. :345893-26-7
Formula : C12H17NO3
M.W : 223.26
SMILES Code : O=C(OC(C)(C)C)NC1=CC=C(C)C(O)=C1
MDL No. :MFCD20414278
InChI Key :DXXABMONDYMFCC-UHFFFAOYSA-N
Pubchem ID :44668374

Safety of [ 345893-26-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H319-H317
Precautionary Statements:P305+P351+P338-P280

Application In Synthesis of [ 345893-26-7 ]

* 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 [ 345893-26-7 ]

[ 345893-26-7 ] Synthesis Path-Downstream   1~12

  • 1
  • [ 24424-99-5 ]
  • [ 2835-95-2 ]
  • [ 345893-26-7 ]
YieldReaction ConditionsOperation in experiment
18% With triethylamine; In tetrahydrofuran; at 0 - 20℃; for 15h; Reference Example 32; tert-butyl (3-hydroxy-4-methylphenyl) carbamate; To a solution of 5-amino-2-methylphenol (10.0 g, 81.2 mmol) and triethylamine (16.9 rtiL, 122 mmol) in tetrahydrofuran (75 mL) was added dropwise with stirring under ice-cooling a solution of di-tert-butyl-dicarbonate (19.5 g, 89.3 mmol) in tetrahydrofuran(25 mL) , and the mixture was stirred at room temperature for 15 hr. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and filtrated. The filtrate was concentrated under reduced pressure, and the residue was purified by column chromatography (silica gel, hexane/ethyl acetate =95/5->50/50) to give the title compound (3.25 g, 18%) as a colorless oil.1H-NMR (DMSOd6, 300 MHz) delta 1.46 (9H, s) , 2.02 (3H, s) , 6.71 (IH, dd, J = 8.2, 1.8 Hz), 6.87 (IH, d, J = 8.2 Hz), 7.07 (IH, d, J = 1.8 Hz), 9.09 (IH, s) , 9.16 (IH, s) .
  • 2
  • [ 39856-50-3 ]
  • [ 345893-26-7 ]
  • [ 1092394-12-1 ]
YieldReaction ConditionsOperation in experiment
44% With caesium carbonate; In N,N-dimethyl-formamide; at 50℃; for 15h; A mixture of 3 (7.76g, 55.8mmol), 5-bromo-2-nitropyridine (10.3g, 50.7mmol), cesium carbonate (24.8g, 76.1mmol), and DMF (150mL) was stirred at 50C for 15h. The mixture was diluted with water and extracted with AcOEt. The extract was washed with water and brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (AcOEt/hexane) to give 4 (4.37g, 33%) as a yellow solid: 1H NMR (DMSO-d6) delta 7.73-7.85 (3H, m), 8.10 (1H, t, J=2.1Hz), 8.15-8.19 (1H, m), 8.38 (1H, dd, J=9.0, 0.6Hz), 8.52-8.54 (1H, m).
44% With caesium carbonate; In N,N-dimethyl-formamide; at 20℃; for 15h; Reference Example 33; tert-butyl {4-methyl-3- [ (6-nitropyridin-3-yl) oxy] phenyl} carbamate; A mixture of tert-butyl (3-hydroxy-4-methylphenyl) carbamate (3.14 g, 14.1 mmol), 5-bromo-2-nitropyridine (2.38 g, 11.7 mmol), <n="184"/>cesium carbonate (5.72 g, 17.6 mmol) and N,N-dimethylformamide (25 mL) was stirred at room temperature for 15 hr. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and filtrated. The filtrate was concentrated under reduced pressure, and the residue was purified by column chromatography (NH silica gel, hexane/ethyl acetate=80/20-»0/100) to give the title compound (1.86 g, 44%) as a colorless oil. 1H-NMR (DMSOd6, 300 MHz) delta 1.45 (9H, s) , 2.06 (3H, s) , 7.24 - 7.34 (3H, m) , 7.45 (IH, dd, J = 9.2, 2.9 Hz), 8.32 (IH, d, J = 9.2 Hz), 8.38 (IH, d, J = 2.9 Hz), 9.50 (IH, s) .
  • 3
  • [ 23833-99-0 ]
  • [ 345893-26-7 ]
  • [ 1174997-09-1 ]
  • 4
  • [ 345893-26-7 ]
  • [ 6980-08-1 ]
  • [ 956488-71-4 ]
  • 6
  • [ 345893-26-7 ]
  • [ 1092394-68-7 ]
  • 7
  • [ 345893-26-7 ]
  • [ 1092391-62-2 ]
  • 8
  • [ 345893-26-7 ]
  • [ 1092391-63-3 ]
  • 9
  • [ 345893-26-7 ]
  • C21H26N4O5S [ No CAS ]
  • 10
  • [ 345893-26-7 ]
  • [ 1092391-61-1 ]
  • 11
  • [ 345893-26-7 ]
  • C9H8N2O3S [ No CAS ]
  • C20H21N3O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
61.7 g With sodium hydride; In N,N-dimethyl-formamide; at 20℃; for 12h; The above white solid was 43 g and 44.7 g of 3-hydroxy-4-methyl - anilino carboxylate was dissolved in 100 ml of dimethylformamide was slowly added dropwise 40 ml of sodium hydride in dimethylformamide suspension (14.4 g of sodium hydride suspended in 40 ml of dimethylformamide), the addition was complete, stirring for 12 hours at room temperature, add citric acid to adjust the pH, the reaction solution was poured into 1000 ml ice-water, there is precipitation, filtration , the filter cake was washed with water, dried under an infrared lamp to give a pale yellow solid. The solid petroleum ether in ethyl acetate (10: 1) as a white solid was recrystallized from 61.7 g.
  • 12
  • 2-(methylsulfonyl)-4-(pyridin-3-yl)pyrimidine [ No CAS ]
  • [ 345893-26-7 ]
  • tert-butyl-(4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)oxy)phenyl)carbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium hydride; The (E) -3- dimethylamino-1- (pyridin-3-yl) -1-oxo-2-propenyl cyclizedwith thiourea 2-methylthio-4- ( pyridin-3-yl) pyrimidine, methylthio sulfoneobtained by oxidation, and then N-BOC-3- hydroxy-methyl aniline obtained afterremoval of the BOC protecting group
 

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