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Chemical Structure| 889939-92-8 Chemical Structure| 889939-92-8

Structure of 889939-92-8

Chemical Structure| 889939-92-8

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Product Details of [ 889939-92-8 ]

CAS No. :889939-92-8
Formula : C7H16N2O
M.W : 144.22
SMILES Code : CN1C(CCO)CNCC1
MDL No. :MFCD08060027

Safety of [ 889939-92-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 889939-92-8 ]

* 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 [ 889939-92-8 ]

[ 889939-92-8 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 534603-30-0 ]
  • [ 889939-92-8 ]
YieldReaction ConditionsOperation in experiment
Example U -24; <n="222"/>2-(2,6-difluorophenyl)-5-(4-(2-(2-hydroxyethyl)-1-methylpiperazine-4- carbonyl)phenylamino)oxazole-4-carboxamide; 2-(1-methylpiperazin-2-yl)ethanol was prepared by dissolving methyl 2-(1-methyl-3- oxopiperazin-2-yl)acetate (0.50Og1 2.50mmol, prepared according to Abelman et al., Tetrahedron Letters, 44 (2003), 1823-1826) in THF (10ml) followed by addition of LiAIH4 (2M in THF, 3.12ml, 6.24mmol). The resulting solution was refluxed for 2h, concentrated in vacuo, basified to pH12 with 1M NaOH solution and filtered through a celite pad. The filtrate was purified by SPE using a TsOH cartridge to give 2-(1-methylpiperazin-2- yl)ethanol as a golden oil (0.125g, 0.87mmol). 2-(2,6-difluorophenyl)-5-(4-(2-(2- hydroxyethyO-i-methylpiperazine^-carbonylJphenylaminoJoxazole^-carboxamide was then prepared using the method described in example U-12. 1H NMR (CD3OD) delta 1.35- 1.40 (1 H, m), 1.92-2.05 (1 H, m), 2.10-2.20 (2H1 m), 2.36 (3H, S)1 2.30-2.38 (1 H, m), 2.85-2.95 (2H, m), 3.25-3.35 (2H1 m), 3.55-3.65 (2H1 br. s), 7.15-7.25 (2H, m), 7.42-7.48 (2H1 m), 7.50-7.60 (3H1 m) LCMS (2) 1.96min; m/z (ES+) 486.
  • 2
  • [ 889939-92-8 ]
  • [ 28987-46-4 ]
  • [ 1462950-83-9 ]
YieldReaction ConditionsOperation in experiment
1.15 g With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 110.0℃; for 6.0h; Method 9 4-[3-(2-Methoxyethyl)-4-methylpiperazin-1-yl]-2-(propan-2-yloxy)aniline 974 mg of N,N-diisopropylethylamine and 724 mg of <strong>[889939-92-8]2-(1-methylpiperazin-2-yl)ethanol</strong> are added to a suspension of 1 g of 4-fluoro-1-nitro-2-(propan-2-yloxy)benzene in 10 ml of acetonitrile. The reaction medium is microwave-heated at 110 C. for 6 hours and then concentrated to dryness under reduced pressure. Purification is carried out by flash chromatography on silica gel (40-63 microns), elution being carried out with a mixture of dichloromethane and methanol (100/0) to (90/10). 1.15 g of 2-{1-methyl-4-[4-nitro-3-(propan-2-yloxy)phenyl]piperazin-2-yl}ethanol are obtained in the form of a yellow oil.
1.15 g With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 110.0℃; for 6.0h;Microwave irradiation; 974 mg of Nu,Nu-diisopropylethylamine and 724 mg of 2-(1 -methylpiperazin-2-yl)ethanol are added to a suspension of 1 g of 4-fluoro-1 -nitro-2-(propan-2-yloxy)benzene in 10 ml of acetonitrile. The reaction medium is microwave-heated at 1 10C for 6 hours and then concentrated to dryness under reduced pressure. Purification is carried out by flash chromatography on silica gel (40-63 microns), elution being carried out with a mixture of dichloromethane and methanol (100/0) to (90/10). 1 .15 g of 2-{1 -methyl-4-[4-nitro-3- (propan-2-yloxy)phenyl]piperazin-2-yl}ethanol are obtained in the form of a yellow oil.
 

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