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Structure of 1260843-26-2

Chemical Structure| 1260843-26-2

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Product Details of [ 1260843-26-2 ]

CAS No. :1260843-26-2
Formula : C10H15N3O2
M.W : 209.25
SMILES Code : O=C(OC(C)(C)C)NCC1=NC=CC=N1
MDL No. :MFCD11617314
InChI Key :TXOFDWCPZCHHEE-UHFFFAOYSA-N
Pubchem ID :71748379

Safety of [ 1260843-26-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P280-P305+P351+P338

Application In Synthesis of [ 1260843-26-2 ]

* 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 [ 1260843-26-2 ]

[ 1260843-26-2 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 1260843-26-2 ]
  • [ 663613-03-4 ]
  • [ 1420443-89-5 ]
YieldReaction ConditionsOperation in experiment
30% tert-Butyl ((4R, 5S, 6S, Z)-5-((tert-butyldimethylsilyl) oxy)-6-methoxy-2, 4-dimethylocta-2, 7- dien-l-yl) (pyrimidin-2-ylmethyl) carbamate (26): To a stirred solution of compound 25 (33.17 mg, 0.15 mmol) in DMF (0.5 mL), cooled to 0C, NaH (7.61 mg, 0.19 mmol, 60% dispersion in mineral oil) was added and stirred for 10 min. Int-14 (50 mg, 0.13 mmol) was added to the reaction mixture and slowly brought to RT and stirred for further 30 min. The reaction was quenched with ice-water and the aqueous layer was extracted with ether (2 x 5 mL). The combined organic extracts were dried over anhydrousNa2S04, filtered and concentrated under reduced pressure to give the crude material which was purified by silica gel column chromatography (EtOAc/Hexane 3: 17) to afford compound 26 (20 mg, 30%).TLC: 30% EtOAc Hexane (Rf: 0.7)1H NMR (400MHz, CDC13): δ 8.68 (d, J = 4.8 Hz, 2H), 7.15 (m, 1H), 5.42-5.29 (m, 2H), 5.10- 5.01 (m, 2H), 4.66-4.33 (m, 2H), 4.19-4.05 (m, 2H), 3.31-3.19 (m, 2H), 3.12 (s, 3H), 2.34-2.17 (m, 1H), 1.70 (d, J = 3.6 Hz, 3H), 1.50 (s, 4H), 1.30 (s, 5H), 0.88 (s, 9H), 0.76 (d, J = 5.0 Hz, 3H), 0.00 (s, 6H).LC-MS: mlz = 506.8 [(M++l)] at RT 7.39 (99.49% purity).
  • 2
  • [ 14080-23-0 ]
  • [ 1260843-26-2 ]
  • 3
  • [ 24424-99-5 ]
  • [ 75985-45-4 ]
  • [ 1260843-26-2 ]
YieldReaction ConditionsOperation in experiment
34% With triethylamine; In tetrahydrofuran; at 0 - 20℃; for 6h; tert-Butyl (pyrimidin-2-ylmethyl) carbamate (25):To a stirred solution of compound 24 (370 mg, 3.39 mmol) in THF (1 mL) at 0 C, Et3N (0.562 mL, 4.07 mmol) was added followed by (Boc)20 (0.86 mL, 3.73 mmol). The reaction mixture was stirred at RT for 6 h and the solvent from the reaction was removed under reduced pressure to give the crude material which was purified by silica gel column chromatography (EtOAc/Hexane 3:7) to furnish compound 25 (240 mg, 34%).TLC: 50% EtOAc Hexane (Rf: 0.3)1H NMR (400MHz, CDC13): δ 8.71 (d, J = 4.8 Hz, 2H), 7.19 (d, J = 4.8 Hz, 1H), 5.69 (br s, 1H), 4.61 (d, J = 4.4 Hz, 2H), 1.48 (s, 9H).
  • 4
  • [ 1260843-26-2 ]
  • [ 1420443-91-9 ]
  • 5
  • [ 1260843-26-2 ]
  • [ 372118-67-7 ]
YieldReaction ConditionsOperation in experiment
5.3 g With hydrogenchloride; In water; Hydrogenation bottle was added 100mL (20vol) of ethyl acetate,50 mL water (10 vol) (purified water),2.28 g sodium hydroxide (0.0571 mol, 1.2 eq),10.9 g BoC2O anhydride (0.05 mol, 1.05 eq)Cool to room temperature (20-25 C)0.5 g of 20% palladium hydroxide on carbon (0.000712 mol, 0.015 eq)5 g of 2-cyanopyrimidine (0.0476 mol, 1.0 eq),Sealed,Nitrogen was substituted 3 times,Hydrogen replacement 3 times,Keep hydrogen pressure 2atm,After stirring at room temperature (20-25 C) for 16 hours,TLC confirmed no raw materials,Insoluble matter was removed by filtration,Liquid separation,The organic phase was washed once with 50 mL of saturated brine,Cooled to 0-5 ,Into the hydrogen chloride gas of about 15g,Stir for 8 hours,TLC confirmed the reaction was complete,All off the protective group.The crude product was filtered,30mL ethanol beating,Filtered, dried to give 5.3g hydrochloride,Yield 76.8%Purity 99.1%.
  • 6
  • [ 14080-23-0 ]
  • [ 24424-99-5 ]
  • [ 1260843-26-2 ]
YieldReaction ConditionsOperation in experiment
With 10 wt% Pd(OH)2 on carbon; hydrogen; sodium hydroxide; In water; ethyl acetate; at 20 - 25℃; under 1520.1 Torr; for 16h;Sealed tube; Inert atmosphere; Hydrogenation bottle was added 100mL (20vol) of ethyl acetate,50 mL water (10 vol) (purified water),2.28 g sodium hydroxide (0.0571 mol, 1.2 eq),10.9 g BoC2O anhydride (0.05 mol, 1.05 eq)Cool to room temperature (20-25 C)0.5 g of 20% palladium hydroxide on carbon (0.000712 mol, 0.015 eq)5 g of 2-cyanopyrimidine (0.0476 mol, 1.0 eq),Sealed,Nitrogen was substituted 3 times,Hydrogen replacement 3 times,Keep hydrogen pressure 2atm,After stirring at room temperature (20-25 C) for 16 hours,TLC confirmed no raw materials,Insoluble matter was removed by filtration,Liquid separation,The organic phase was washed once with 50 mL of saturated brine,Cooled to 0-5 ,Into the hydrogen chloride gas of about 15g,Stir for 8 hours,TLC confirmed the reaction was complete,All off the protective group.The crude product was filtered,30mL ethanol beating,Filtered, dried to give 5.3g hydrochloride,Yield 76.8%Purity 99.1%.
 

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[ 1260843-26-2 ]

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