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[ CAS No. 1496-40-8 ] {[proInfo.proName]}

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Chemical Structure| 1496-40-8
Chemical Structure| 1496-40-8
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Product Details of [ 1496-40-8 ]

CAS No. :1496-40-8 MDL No. :MFCD00042161
Formula : C12H15F3N2 Boiling Point : -
Linear Structure Formula :- InChI Key :BERRRZOJDANPHE-UHFFFAOYSA-N
M.W : 244.26 Pubchem ID :694756
Synonyms :

Safety of [ 1496-40-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1496-40-8 ]

* 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 [ 1496-40-8 ]

[ 1496-40-8 ] Synthesis Path-Downstream   1~12

  • 2
  • [ 1019327-29-7 ]
  • [ 1496-40-8 ]
  • [ 913067-83-1 ]
  • 3
  • [ 186584-73-6 ]
  • [ 1496-40-8 ]
  • [ 926036-43-3 ]
  • 4
  • [ 926277-91-0 ]
  • [ 1496-40-8 ]
  • 4-methyl-N-(2-(1-piperidinyl)-5-(trifluoromethyl)phenyl)-3-((3-(4-pyrimidinyl)-2-pyridinyl)oxy)benzamide [ No CAS ]
  • 5
  • [ 870221-16-2 ]
  • [ 1496-40-8 ]
  • 4-methyl-N-(2-(1-piperidinyl)-5-(trifluoromethyl)phenyl)-3-((3-(4-pyrimidinyl)-2-pyridinyl)amino)benzamide [ No CAS ]
  • 6
  • [ 926277-89-6 ]
  • [ 1496-40-8 ]
  • 4-methyl-3-((3-(2-(methylamino)-4-pyrimidinyl)-2-pyridinyl)oxy)-N-(2-(1-piperidinyl)-5-(trifluoromethyl)phenyl)benzamide [ No CAS ]
  • 7
  • 2-fluoro-5-(3-(2-(methylamino)pyrimidin-4-yl)pyridin-2-yloxy)benzoic acid [ No CAS ]
  • [ 1496-40-8 ]
  • 2-fluoro-5-[3-(2-methylamino-pyrimidin-4-yl)-pyridin-2-yloxy]-<i>N</i>-(2-piperidin-1-yl-5-trifluoromethyl-phenyl)-benzamide [ No CAS ]
  • 8
  • [ 1496-40-8 ]
  • [ 1711-10-0 ]
  • [ 688033-18-3 ]
  • 9
  • [ 1496-40-8 ]
  • [ 52107-98-9 ]
  • [ 926036-42-2 ]
  • 10
  • [ 333736-95-1 ]
  • [ 1496-40-8 ]
  • [ 586-30-1 ]
  • [ 74-89-5 ]
  • 4-methyl-3-[4-(2-methylamino-pyridin-3-yl)-[1,3,5]triazin-2-yloxy]-<i>N</i>-(2-piperidin-1-yl-5-trifluoromethyl-phenyl)-benzamide [ No CAS ]
  • 4-methyl-3-[3-(4-methylamino-[1,3,5]triazin-2-yl)-pyridin-2-yloxy]-<i>N</i>-(2-piperidin-1-yl-5-trifluoromethyl-phenyl)-benzamide [ No CAS ]
  • 11
  • [ 333736-95-1 ]
  • [ 1496-40-8 ]
  • [ 74-89-5 ]
  • [ 51446-30-1 ]
  • 2-fluoro-5-[4-(2-methylamino-pyridin-3-yl)-[1,3,5]triazin-2-yloxy]-<i>N</i>-(2-piperidin-1-yl-5-trifluoromethyl-phenyl)-benzamide [ No CAS ]
  • 2-fluoro-5-[3-(4-methylamino-[1,3,5]triazin-2-yl)-pyridin-2-yloxy]-<i>N</i>-(2-piperidin-1-yl-5-trifluoromethyl-phenyl)-benzamide [ No CAS ]
  • 12
  • [ 1692-79-1 ]
  • [ 1496-40-8 ]
YieldReaction ConditionsOperation in experiment
90.4% Concentrated hydrochloric acid (2.00 ml, 24.0 mmol) and anhydrous tin dichloride (2.50 g, 13.1 mmol) were sequentially added at 0C to a methanol (10 ml) solution containing 1-[2-nitro-4-(trifluoromethyl)phenyl]piperidine (559 mg, 2.03 mmol), obtained as described in Referential Example 1-1A. The resulting mixture was warmed to room temperature and then stirred for 17.5 hours. A saturated aqueous solution of sodium bicarbonate was added to the mixture. The resulting mixture was extracted three times with ethyl acetate. The obtained organic layer was washed with brine, dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (50 g, hexane/ethyl acetate = 14/1)). Thus, 2-(1-piperidinyl)-5-(trifluoromethyl)aniline (448 mg, 1.83 mmol, 90.4%) was yielded as a pale yellow solid. The results of TLC and 1H NMR (CDCl3, 400 MHz) are as follows: TLC Rf 0.30(hexane/acetone = 18/1); 1H NMR (CDCl3, 400 MHz) delta 1.59-1.60 (m, 2H, CH2), 1.71 (tt, 4H, J = 5.4, 5.4 Hz, 2CH2), 2.85 (brs, 4H, 2CH2), 4.09 (brs, 2H, NH2), 6.92 (d, 1H, J = 1.9 Hz, aromatic), 6.97 (dd, 1H, J = 1.9, 8.4 Hz, aromatic), 7.01 (d, 1H, J = 8.4 Hz, aromatic).
83.0% Concentrated hydrochloric acid (12.2 ml, 146 mmol) and anhydrous tin dichloride (12.7 g, 67.2 mmol) were sequentially added at 0C to a dichloromethane solution (10 ml) of 1-[2-nitro-4-(trifluoromethyl)phenyl]piperidine (6.13 g, 22.4 mmol), obtained as described in Referential Example 1-1B. The resulting mixture was stirred for seven hours. Water was added to the mixture, and the resulting mixture was extracted three times with ethyl acetate. The obtained organic layer was washed with a saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (200 g, hexane/ethyl acetate = 15/1). Thus, 2-(1-piperidinyl)-5-(trifluoromethyl)aniline (4.55 g, 83.0%) was yielded as a pale yellow solid.
83.0% With hydrogenchloride; tin dichloride; In dichloromethane; water; [Reference example 1-2B] Concentrated hydrochloric acid (12.2 mL, 146 mmol) and anhydrous tin dichloride (12.7 g, 67.2 mmol) were added sequentially at 0C to a dichloromethane (10 mL) solution of 1-[2-nitro-4-(trifluoromethyl)phenyl]piperidine (6.13 g, 22.4 mmol) obtained in Reference example 1-1B. The mixture was stirred for 7 hours. Water was added to the mixture and then the mixture was subjected to extraction with ethyl acetate (x3). The thus obtained organic layer was washed with saturated sodium chloride solution, dried using anhydrous sodium sulfate, filtered, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (200 g, hexane/ethyl acetate = 15/1), so that 2-(1-piperidinyl)-5-(trifluoromethyl)aniline (4.55 g, 83.0%) was obtained as light yellow solid.
78% With hydrogenchloride; tin(ll) chloride; In methanol; at 0 - 20℃; for 42h; A 50 mLround bottom flask initially placed in an ice bath was charged with10.8 mL (129.6 mmol) of concentrated hydrocloric acid, 6.71 g(35.4 mmol) of tin(II) chloride, 20.0 mL of methanol, and 1.50 g(5.47 mmol) of 1-(2-nitro-4-(trifluoromethyl)phenyl)piperidine(2). The ice bath was removed and the resulting mixture wascontinuously stirred at room temperature for 42 h. After this time,sodium hydroxide solution was added to the mixture until pH wasapproximately equal to 10. Then, the mixture was transferred to aseparatory funnel and extracted with ethyl acetate (4 x 80.0 mL).The organic extracts were combined and the resulting mixture waswashed with brine, dried under sodium sulphate, filtered andconcentrated under reduced pressure. The residue was purified bysilica gel column chromatography eluted with hexane-ethyl acetate(11:1 v/v). The compound 8 was obtained as a white solid in 78%yield (1.34 g, 5.49 mmol). TLC Rf = 0.48 (hexane-ethyl acetate 11:1 v/v). mp 50.0-50.5 C.IR (ATR, cm-1) numax: 3452, 3355, 2950, 2865, 2805, 1611, 1589, 1512,1469,1439,1379,1328,1288,1256,1227,1205,1160,1104,1064, 936,892, 860, 810, 745, 722, 663, 643. 1H NMR (300 MHz, CDCl3) delta:1.60-1.75 (m, 6H), 2.88 (brs, 4H), 4.11 (brs, 2H, NH2), 6.93-7.03 (m,3H). 13C NMR (75 MHz, CDCl3) delta: 24.4, 26.8, 52.4, 111.5 (q, J C-F = 3.5 Hz), 115.5 (q, J C-F = 4.1 Hz), 119.7, 124.7 (q, J C-F = 270.0 Hz), 126.1 (q, J C-F = 31.9 Hz), 141.7, 143.4. HRMS (M + H+): Calculated forC12H16F3N2, 245.1266; found: 245.1182.

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