Home Cart 0 Sign in  

[ CAS No. 175135-64-5 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 175135-64-5
Chemical Structure| 175135-64-5
Structure of 175135-64-5 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 175135-64-5 ]

Related Doc. of [ 175135-64-5 ]

Alternatived Products of [ 175135-64-5 ]

Product Details of [ 175135-64-5 ]

CAS No. :175135-64-5 MDL No. :MFCD00067803
Formula : C11H9FN2O Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 204.20 Pubchem ID :-
Synonyms :

Safety of [ 175135-64-5 ]

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

Application In Synthesis of [ 175135-64-5 ]

* 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 [ 175135-64-5 ]

[ 175135-64-5 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 175135-64-5 ]
  • hexafluorophosphin [ No CAS ]
  • [ 364758-53-2 ]
YieldReaction ConditionsOperation in experiment
75% With sodium hydroxide; sodium nitrate; acetic anhydride In hydrogenchloride; methanol; water R.93 2-(4-Fluorophenoxy)-3-pyridinol REFERENCE EXAMPLE 93 2-(4-Fluorophenoxy)-3-pyridinol To a solution of 2-(4-fluorophenoxy)-3-aminopyridine (20 g) dissolved in 6N hydrochloric acid (80 ml) was added a solution of sodium nitrate (7.59 g) dissolved in water (28 ml) under ice-cooling. After stirring for 30 minutes, 60% hexafluorophosphin (16 ml) was added dropwise and the mixture was stirred for additional 15 minutes. Water (15 ml) was added and the precipitated crystals were filtered off. These crystals were added little by little to acetic anhydride (100 ml) at 100° C. and the mixture was stirred for 1 hour. The reaction mixture was concentrated under reduced pressure. The residue was neutralized with saturaded sodium bicarbonate and extracted with ethyl acetate. The organic layer was washed with saturated saline and dried (MgSO4). The solvent was distilled off and the residue was subjected to silica gel chromatography. From the fraction eluted with ethyl acetate-hexane (1:5), 3-acetoxy-2-(4-fluorophenoxy)pyridine (17.4 g) was obtained as a coloress oily substance. This was dissolved in methanol (100 ml) and 1N aqueous sodium hydroxide solution (100 ml) was added dropwise thereto. The mixture was stirred at room temperature for 30 minutes and the reaction mixture was concentrated under redueced pressure. After neutralizing with 6N hydrochloric acid, the mixture was extracted with ethyl acetate and the organic layer was washed with saturated saline and dried (MgSO4). The solvent was removed under reduced pressure to obtain the title compound (15.4 g, 75%) as colorless crystals. 1H-NMR (CDCl3) δ: 5.62 (1H, s), 6.95 (1H, dd, J=7.8, 5.0 Hz), 7.04-7.18 (4H, m), 7.28 (1H, dd, J=7.8, 1.4 Hz).
  • 2
  • 1-(3-dimethylamino)-propyl)-3-ethylcarbodiimide hydrochloride [ No CAS ]
  • [ 175135-64-5 ]
  • 1-hydroxybenzotriazol-hydrate [ No CAS ]
  • [ 118-91-2 ]
  • [ 214756-04-4 ]
YieldReaction ConditionsOperation in experiment
In <i>N</i>-methyl-acetamide; hexane; ethyl acetate 136 2-(2-Chloro-phenyl)-N-[2-(4-fluoro-phenoxy)-pyridin-3-yl]-acetamide EXAMPLE 136 2-(2-Chloro-phenyl)-N-[2-(4-fluoro-phenoxy)-pyridin-3-yl]-acetamide To a stirred solution 2-Chloro-benzoic acid (0.228g, 1.34 mmole), 2-(4-Fluoro-phenoxy)-pyridin-3-ylamine (0.300 grams, 1.47 mmole), and 1-hydroxybenzotriazole hydrate (0.217 grams, 1.61 mmole) in dry dimethylformamide (10 ml) was added 1-(3-dimethylamino)-propyl)-3-ethylcarbodiimide hydrochloride (0.335 grams, 1.74 mmole) and stirred over night. The mixture was diluted with 50 ml water and extracted with ethyl acetate. The combined organics were washed with 1NNaOH, water and brine, dried over Na2SO4, filtered and concentrated to give an oil that was purified by chromatography on silica. Recrystalization from ethyl acetate/hexane gave a solid. (0.230 g). M.P. 73-75° C.; Anal. calcd. for C19H14N2O2ClF: C, 63.96, H, 3.95; N, 7.85. Found: C, 63.64; H, 3.85; N, 8.41.
  • 3
  • [ 175135-64-5 ]
  • [ 203803-86-5 ]
  • [ 108-24-7 ]
  • [ 1207345-33-2 ]
YieldReaction ConditionsOperation in experiment
100% Stage #1: 2-(4-Fluoro-phenoxy)-pyridin-3-ylamine; 2-(2-Benzyloxy-ethoxy)-5-methoxy-benzaldehyde With sodium tris(acetoxy)borohydride; acetic acid In 1,1-dichloroethane Stage #2: With water; sodium hydroxide In 1,1-dichloroethane Stage #3: acetic anhydride With pyridine at 0℃; 1.a Example 1 a) Synthesis of N-{2-[2-(benzyloxy)ethoxy]-5-methoxybenzyl}-N-[2-(4- fluorophenoxy)pyridin-3-yl]acetamide (1 a) 4.1 g (20 mmol) 2-(4-fluorophenoxy)pyridin-3-amine (HeIv. Chim. Acta; 48; 1965; 336-347) and 5.7 g (20 mmol) 2-[2-(benzyloxy)ethoxy]-5- methoxybenzaldehyde (EP1894915A1 ) were converted according to general procedure W. The desired product was obtained in quantitative yield.MS-ESI: 517 (M+ +1 , 100).Elementary analysis:Calculated: C 69.75% H 5.66% N 5.42%Determined: C 69.72 % H 5.67 % N 5.40%; W: Reductive amination and subsequent acetylation:A stirred solution of aldehyde (1 eq.) and amine (1 eq.) in 60 ml dichloroethane (pH = 5) was adjusted with glacial acetic acid to pH=5. To this solution was added 70 mmol sodium tris-acetoxy hydro borane. The reaction mixture was stirred over night and diluted with 5 ml water. The pH value was adjusted with aqueous sodium hydroxide solution to pH = 8-9. The mixture was extracted three times with dichloromethane. The combined organic phases were washed with water and brine and were dried with magnesium sulfate. The desired crude product was obtained after evaporation. The crude product was diluted in dry pyridine (1.3 ml/mmol starting material) and was cooled to 00C. To this stirred solution was added 1.25 eq. acetic acid anhydride drop by drop. The reaction mixture was stirred over night and reduced to a third of its volume and diluted with dichloromethane (2ml/mmol) and water (2ml/mmol). The aqueous phase is extracted three times with dichloromethane. The combined organic phases are washed with brine and dried with magnesium sulfate. The solvent is evaporated and the residue is purified by column chromatography with ethyl acetate-hexane gradient.
Same Skeleton Products
Historical Records