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[ CAS No. 75055-73-1 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 75055-73-1
Chemical Structure| 75055-73-1
Chemical Structure| 75055-73-1
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Product Details of [ 75055-73-1 ]

CAS No. :75055-73-1 MDL No. :MFCD07438022
Formula : C9H9NO2 Boiling Point : -
Linear Structure Formula :- InChI Key :BZZPMCZQQJWNTB-UHFFFAOYSA-N
M.W : 163.17 Pubchem ID :12418330
Synonyms :

Safety of [ 75055-73-1 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 75055-73-1 ]

* 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 [ 75055-73-1 ]

[ 75055-73-1 ] Synthesis Path-Downstream   1~50

  • 1
  • [ 75055-73-1 ]
  • [ 39943-64-1 ]
  • [ 131197-02-9 ]
  • [ 131197-01-8 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride
  • 2
  • [ 75055-73-1 ]
  • [ 5446-16-2 ]
  • [ 131197-00-7 ]
  • [ 131196-99-1 ]
YieldReaction ConditionsOperation in experiment
With ethanol
  • 3
  • [ 75055-73-1 ]
  • [ 15384-39-1 ]
  • 4-[2-(3-methoxy-phenyl)-5-methyl-2<i>H</i>-pyrazol-3-yl]-pyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
With ethanol
  • 4
  • [ 75055-73-1 ]
  • [ 14763-20-3 ]
  • [ 107915-27-5 ]
  • [ 107915-26-4 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride
  • 5
  • [ 75055-73-1 ]
  • [ 20242-40-4 ]
YieldReaction ConditionsOperation in experiment
With hydroxylamine hydrochloride; sodium carbonate In ethanol
With hydroxylamine hydrochloride In methanol; water for 2h; Heating;
  • 6
  • [ 75055-73-1 ]
  • [ 3594-40-9 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; SULFAMIDE In ethanol
  • 7
  • [ 2459-09-8 ]
  • [ 67-64-1 ]
  • [ 75055-73-1 ]
YieldReaction ConditionsOperation in experiment
62% Stage #1: 4-pyridinecarboxylic acid, methyl ester; acetone With sodium methylate In diethyl ether for 6h; Heating / reflux; Stage #2: With water; acetic acid OO-1.1 Stepi: 1-Pyridin-4-ylbutane-1, 3-dione (oo-1); To a 500 mL flask with NaOMe (4.75 g) and anhydrous ether (130 mL) was sequentially added methyl isonicotinate (10.0 mL, 84.7 mmol), and a solution of acetone (12.4 mmol, 169 mmol) in ether {45 mL). The suspension was stirred at reflux for 6 hours, cooled, and filtered. The isolated solid was washed with ether and dissolved in water (40 mL). Glacial acetic acid (5.2 mL) was added and the mixture was extracted with chloroform (40 mL x 2). The organic extracts were dried over anhydrous Na2SO4 and concentrated to give the title compound oo-1 (8.6 g, 62% yield) as a brown solid, which was used without further purification. LCMS: 164.10 [M + H+]
60% With sodium methylate In tetrahydrofuran 1.) RT, 30 min, 2.) reflux, 2.5 h;
  • 8
  • [ 75055-73-1 ]
  • [ 7357-70-2 ]
  • [ 109658-32-4 ]
  • [ 119934-17-7 ]
YieldReaction ConditionsOperation in experiment
1: 10% 2: 86% With TEA In ethanol for 0.75h; Heating;
  • 9
  • [ 75055-73-1 ]
  • [ 14337-43-0 ]
  • [ 134842-96-9 ]
YieldReaction ConditionsOperation in experiment
76.5% With sodium ethanolate In ethanol
  • 10
  • [ 75055-73-1 ]
  • [ 107-91-5 ]
  • [ 118803-97-7 ]
  • [ 118803-96-6 ]
YieldReaction ConditionsOperation in experiment
1: 73% 2: 24% With TEA In ethanol for 0.666667h; Heating;
  • 11
  • [ 75055-73-1 ]
  • [ 35250-71-6 ]
YieldReaction ConditionsOperation in experiment
62.7% With formic acid; zinc for 6.5h; Heating;
  • 12
  • [ 75055-73-1 ]
  • 4-Bromo-1-pyridin-4-yl-butane-1,3-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
With bromine In chloroform for 24h;
  • 13
  • 6-hydrazineylpyridine-3-sulfonamide [ No CAS ]
  • [ 75055-73-1 ]
  • [ 1006908-09-3 ]
YieldReaction ConditionsOperation in experiment
74% Stage #1: 6-hydrazineylpyridine-3-sulfonamide; 1-(4-pyridyl)-1,3-butanedione With acetic acid at 110℃; for 1h; Stage #2: With water; sodium hydrogencarbonate OO-1.2 Step 2: 6-{3-Methyl-5-pyridin-4-yl-1 H-pyrazol-1-yl)pyridine-3-sulfonamide (OO-1 ); To 1-pyridin-4-ylbutane-1,3-dione 21-1 (245 mg, 1.50 mmol) in 1.5 mL of acetic acid was added6-hydrazinopyridine-3-sulfonamide {282 mg, 1.5 mmol). The mixture was heated at 11O0C for one hour and cooled, then basified to pH 7 with Sat. NaHCO3. The resultant solid was filtered, washed with water and hexane/ether (1 :1), then dried under vacuum to give the title compound U-1 (349 mg, yield 74%) as a light brown solid. Regiochemistry assumed from similar spectral data to compounds for literature, see
  • 14
  • [ 75055-73-1 ]
  • [ 119934-18-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 86 percent / TEA / ethanol / 0.75 h / Heating 2: 71 percent / NaOC2H5 / ethanol / 2 h / Heating
  • 15
  • [ 75055-73-1 ]
  • 5-(4-pyridinyl)-1,6-naphthyridin-2(1H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 2.) NaH / 1.) 1,4-dioxane, overnight, 2.) DMF, reflux, 3.5 h 2: 2.) NH4OAc / 1.) DMF, reflux, 5 h, 2.) DMF, reflux, 5 h 3: 88 percent / aq. NaOH / 6 h / Heating 4: 72 percent / 0.05 h / 370 - 375 °C
  • 16
  • [ 75055-73-1 ]
  • [ 102995-78-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 2.) NaH / 1.) 1,4-dioxane, overnight, 2.) DMF, reflux, 3.5 h 2: 2.) NH4OAc / 1.) DMF, reflux, 5 h, 2.) DMF, reflux, 5 h
  • 17
  • [ 75055-73-1 ]
  • [ 102995-79-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 2.) NaH / 1.) 1,4-dioxane, overnight, 2.) DMF, reflux, 3.5 h 2: 2.) NH4OAc / 1.) DMF, reflux, 5 h, 2.) DMF, reflux, 5 h 3: 88 percent / aq. NaOH / 6 h / Heating
  • 18
  • [ 75055-73-1 ]
  • [ 107504-86-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: bromine / CHCl3 / 24 h 2: acetone / 24 h 3: 70 percent / ammonium hydroxyde / H2O; CHCl3
  • 19
  • [ 75055-73-1 ]
  • [ 107504-66-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: bromine / CHCl3 / 24 h 2: acetone / 24 h
  • 20
  • [ 75055-73-1 ]
  • [ 134843-06-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 76.5 percent / NaOEt / ethanol 2: 70 percent / hydrazine / ethanol / 2 h 3: 73 percent / H2 / 10percent Pd/C / ethanol / 12 h
  • 21
  • [ 75055-73-1 ]
  • [ 134842-97-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 76.5 percent / NaOEt / ethanol 2: 70 percent / hydrazine / ethanol / 2 h
  • 22
  • [ 75055-73-1 ]
  • [ 134859-43-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 76.5 percent / NaOEt / ethanol 2: 86 percent / ethanol / 2 h
  • 23
  • [ 75055-73-1 ]
  • [ 134843-05-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 76.5 percent / NaOEt / ethanol 2: 86 percent / ethanol / 2 h 3: 68 percent / H2 / 10percent Pd/C / ethanol / 12 h
  • 24
  • [ 75055-73-1 ]
  • [ 111562-64-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: ethanol 2: aqueous HBr
  • 25
  • [ 75055-73-1 ]
  • [ 20242-33-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: NH2OH*HCl, Na2CO3 / aq. ethanol
  • 26
  • [ 75055-73-1 ]
  • [ 20242-34-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: NH2OH*HCl, Na2CO3 / aq. ethanol
  • 27
  • [ 75055-73-1 ]
  • [ 20242-36-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: NH2OH*HCl, Na2CO3 / aq. ethanol
  • 28
  • [ 75055-73-1 ]
  • [ 18704-51-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: NH2OH*HCl, Na2CO3 / aq. ethanol
  • 29
  • [ 75055-73-1 ]
  • [ 18704-53-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: NH2OH*HCl, Na2CO3 / aq. ethanol
  • 30
  • [ 75055-73-1 ]
  • [ 102292-32-0 ]
  • 5-methyl-2-[4-(phenylmethyl)-1-piperazinyl]-7-(4-pyridinyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
In hexane; dichloromethane; acetic acid 58 5-Methyl-2-[4-(phenylmethyl)-1-piperazinyl]-7-(4-pyridinyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile EXAMPLE 58 5-Methyl-2-[4-(phenylmethyl)-1-piperazinyl]-7-(4-pyridinyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile A mixture of 4.8 g (0.03 moles) of 1-(4-pyridyl)-1,3-butanedione [J. Chem. Soc. (1950) p 1680], 8.4 g (0.03 moles) of 3-amino-5-(4-phenylmethyl-1-piperazinyl)-4-pyrazolecarbonitrile (prepared as described in Example 1) and 100 ml of glacial acetic acid was stirred at reflux for 18 hours. The resulting solution was evaporated in vacuo and gave an oil. The residue was partitioned between 100 ml of saturated sodium bicarbonate and 200 ml of dichloromethane. The organic layer was separated, dried over magnesium sulfate and passed through a short column of magnesium silicate. The elude was heated to boiling on a steam bath and 200 ml of hexane was added. The solution was concentrated by heating until a precipitate began to form. The mixture was then cooled at -10° C. and filtered. The precipitate was washed with hexane. The filtrate and wash was combined, concentrated to turbidity, cooled at -10° C. and filtered to collect the solid which was dried and gave 3.9 g of the desired product as a yellow solid, mp 179°-180° C.
  • 31
  • [ 75055-73-1 ]
  • 2-Bromo-2-(pyridin-4-yl)-1,3-butadione [ No CAS ]
YieldReaction ConditionsOperation in experiment
With bromine In hydrogen bromide 5.A A. A. 2-Bromo-2-(4-pyridyl)-1,3-butadione To a solution of 16.3 g (0.1 mole) of 1-(4-pyridyl)-1,3-butadione in 100 ml, 48% hydrobromic acid is slowly added 15.98 g (0.1 mol) bromine. The solution is stirred until the bromine color is discharged. The solution is evaporated to dryness to give the title compound.
  • 32
  • [ 75055-73-1 ]
  • beryllium(II) sulphate tetrahydrate [ No CAS ]
  • [ 858861-93-5 ]
YieldReaction ConditionsOperation in experiment
34% With pyridine In methanol; water aq. soln. of Be sulfate added slowly to soln. of diketone and small amt.of pyridine in MeOH; ppt. filtered off and washed with water, recrystd, from 2-PrOH/CHCl3;
  • 33
  • [ 75055-73-1 ]
  • bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] [ No CAS ]
  • [ 2923-28-6 ]
  • [(η5-pentamethylcyclopentadienyl)Ir(1-(4-pyridinyl)butane-1,3-dionato)]4(triflate)4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
67% In methanol byproducts: AgCl; under N2; mixt. of Ir complex and AgSO3CF3 in MeOH stirred at room temp.for 3 h; filtered; ligand added to filtrate; stirred for 12 h; solvent removed under reduced pressure; extd. with CH2Cl2; residue solidrecrystd. from CH2Cl2-Et2O; elem. anal.;
  • 34
  • gallium(III) nitrate [ No CAS ]
  • [ 75055-73-1 ]
  • [ 1263416-25-6 ]
YieldReaction ConditionsOperation in experiment
52% With NaHCO3 In methanol; water addn. of NaHCO3 to soln. of gallium compd. and diketone deriv. in methanol/water (1:1), stirring at room temp. for 4 h; filtration, dissolving in CH2Cl2, washing with water, drying over Na2SO4, filtration, evapn., addn. of ethyl acetate and hexane (1:1), filtration, elem. anal.;
  • 37
  • [ 75055-73-1 ]
  • [ 5292-43-3 ]
  • C15H19NO4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Stage #1: 1-(4-pyridyl)-1,3-butanedione With sodium hydride In tetrahydrofuran at 0℃; Stage #2: bromoacetic acid <i>tert</i>-butyl ester In tetrahydrofuran at 20℃;
  • 38
  • [ 75055-73-1 ]
  • [ 105510-34-7 ]
  • C22H19NO4S [ No CAS ]
YieldReaction ConditionsOperation in experiment
Stage #1: 1-(4-pyridyl)-1,3-butanedione With sodium hydride In tetrahydrofuran; hexane; mineral oil at 20℃; for 1h; Cooling with ice; Stage #2: 1-(bromomethyl)-2-(phenylsulfonyl)benzene In tetrahydrofuran; hexane; mineral oil at 20℃; for 18h; 5.2.1. 1-Phenyl-2-[2-(phenylsulfonyl)benzyl]butane-1,3-dione (24) General procedure: Sodium hydride (60% dispersion in oil, 118 mg, 2.95 mmol) was first washed with hexanes to remove the oil and was then suspended in 10 ml tetrahydrofuran and cooled to 0°C in an ice-bath. A solution of 1-phenylbutane-1,3-dione 23 (300 mg, 1.85 mmol) dissolved in 2 ml tetrahydrofuran was added drop-wise and with stirring. Upon addition, the mixture was stirred for 1 h at room temperature. A solution of 1-(bromomethyl)-2-(phenylsulfonyl)benzene (22) (690 mg, 2.22 mmol) in 3 ml tetrahydrofuran wasadded drop-wise with stirring and the mixture was stirred overnightat room temperature. The organics were concentrated underreduced pressure and the residue was re-suspended in aqueousammonium chloride solution. The solution was extracted threetimes with ether and the combined organics were washed withbrine, dried over sodium sulphate and evaporated under reducedpressure. The residue was purified by reverse-phase chromatographyusing the SP1 Purification System to give 24 (256 mg,0.65 mmol, 35%) as a colourless oil. Purity 94%.
  • 39
  • [ 1570-45-2 ]
  • [ 67-64-1 ]
  • [ 75055-73-1 ]
YieldReaction ConditionsOperation in experiment
Stage #1: isonicotinic acid ethylester With sodium hydride In hexane; N,N-dimethyl-formamide; mineral oil at 20℃; for 1h; Stage #2: acetone In hexane; N,N-dimethyl-formamide; mineral oil at 20℃; for 18h; 5.4.1. 1-[3-(Trifluoromethyl)phenyl]butane-1,3-dione (30) General procedure: Sodium hydride (60% dispersion in oil, 390 mg, 9.75 mmol) was first washed with hexanes to remove the oil and was then suspended in 7 ml dimethylformamide. A solution of methyl 3-(trifluoromethyl)benzoate 29 (1.0 g, 4.9 mmol) in 2 ml dimethylformamide was added drop-wise and with stirring. Upon addition, the mixture was stirred for 1 h at room temperature. Acetone (400 ml, 5.44 mmol) was added drop-wise and the mixture was stirred overnight at room temperature. The mixture was poured into water and the aqueous layer was extracted four times with ether. The aqueous layer was acidified with 2 N hydrochloric acid and was extracted three times with ether. The combined organics were dried over sodium sulphate and evaporated under reduced pressure. The residue was purified using the SP1 Purification System (ethyl acetate-hexane gradient, 0:100 rising to 10:90) to give 30 (640 mg, 2.78 mmol, 56%) as an oil. Purity 100%.
  • 40
  • [ 1508657-03-1 ]
  • [ 75055-73-1 ]
YieldReaction ConditionsOperation in experiment
58 mg With hydrogenchloride In water at 80℃; for 1h;
  • 41
  • [ 75055-73-1 ]
  • methyl-3(5) γ-pyridyl-5(3) pyrazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
88% With hydrazine hydrate In ethanol at 85℃; for 48h; 34.1 34.1 4-(5-Methyl-2H-pyrazol-3-yI)-pyrid me 1-(4-Pyridinyl)-1 ,3-butanedione (815.0 mg; 4.995 mrnol) was suspended in ethanol (6.0 mL), hydrazinium hydroxide (242.8 p1; 4.995 mmol) was added and the mixture was stirred at 85 °C for 48 h. The reaction mixture was diluted with and saturated NaHCO3-solution (pH 7-8) and extracted with dichioromethane. The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo; yield: 703 mg (88%) beige solid.
With hydrazine hydrate In methanol for 2h; Reflux; 17.3 (3) Preparation of 3-methyl-5-p-pyridyl-1-hydropyrazole Add a 100 ml round bottom flask to the magnet and add 1-p-pyridylbutane-1,3-dione inward. (3.26 g, 20 mmol, 1.0 eq) and hydrazine hydrate (1.1 g, 20 mmol, 1.0 eq), Further, 50 ml of methanol was added, and the mixture was heated to reflux for 2 hr and extracted with ethyl acetate. The solvent was evaporated to dryness, and silica gel column chromatography afforded 3-methyl-5-p-pyridyl-1-hydropyrazole
  • 42
  • [ 872-85-5 ]
  • [ 67-64-1 ]
  • [ 75055-73-1 ]
YieldReaction ConditionsOperation in experiment
42% With tert.-butylhydroperoxide; di-tert-butylhydroperoxide; tetra-(n-butyl)ammonium iodide; toluene-4-sulfonic acid at 120℃; for 24h; Typical procedure for radical coupling of aldehydes with ketones General procedure: Under air atmosphere, aldehydes (0.3 mmol), TBAI (0.2 equiv),TBHP (2.0 equiv), DTBP (2.0 equiv), p-TsOH (0.1 equiv), and acetoneor other ketones (2 mL) were added to a screw-capped vial.The reaction vial was placed in a temperature-controlled aluminum-heating block set at 120 C. The reaction progress wasmonitored by TLC. After the completion of the reaction, the vialwas removed from the heating block and was left to cool to ambienttemperature. The solution was filtered through a short columnof silica gel and washed with EtOAc. The filtrate was concentratedunder reduced pressure to leave a crude product, which was purifiedby flash column chromatography on silica gel with petroleumether/EtOAc as an eluent to give the desired product
  • 43
  • [ 75055-73-1 ]
  • [ 282724-29-2 ]
  • (2E,6E)-2,6-bis(3-((Z)-4-oxo-4-(pyridin-4-yl)but-2-en-2-ylamino)benzylidene)cyclohexanone [ No CAS ]
YieldReaction ConditionsOperation in experiment
75.6% With formic acid In methanol at 20℃; Synthesis of compound 3: general procedure General procedure: 2a (0.30 g, 0.001 mol) or 2b (0.32 g, 0.001 mol) and diacetone materials (0.002 mol) were dissolved in methanol (5 mL). Two drops of formic acid were added and the mixture was stirred for 3-8 h at ambient temperature (monitored by TLC). The precipitate was collected and recrystallised from methanol to afford 3a-e. (2E,6E)-2,6-Bis(3-((Z)-4-oxo-4- (pyridin-4-yl)but-2-en-2-ylamino)benzylidene)cyclohexanone (3d): Yellow powder; yield 75.6%; m.p. 82-84 °C; IR (KBr, cm-1): v 1665, 1564, 1433, 1327, 1289, 1215, 1162, 1061, 1009, 765, 732, 683. 1H NMR: δ 13.22 (s, 2H), 8.75 (d, J = 4 Hz, 4H), 7.75-7.35 (s, 6H), 7.30-7.10 (m, 8H), 5.91 (d, J = 8 Hz, 2H), 2.95 (t, J = 4 Hz, 4H), 2.20 (s, 6H), 1.80-1.70 (m, 2H). 13C NMR: δ189.4, 185.8, 163.4, 149.9, 146.1, 137.8, 136.7, 136.4, 135.6, 129.0, 127.9, 125.9, 124.6, 120.3, 94.0, 28.0, 22.3, 20.0. HRMS for C38H35N4O3 [M + H+] calcd 595.2709; found: 595.2703.
  • 44
  • [ 75055-73-1 ]
  • [ 762-04-9 ]
  • diethyl (2-oxo-2-(pyridin-4-yl)ethyl)phosphonate [ No CAS ]
YieldReaction ConditionsOperation in experiment
38% With dipotassium peroxodisulfate; silver(I) acetate In 1,2-dimethoxyethane; water at 85℃; for 24h; Inert atmosphere; Schlenk technique; chemoselective reaction;
  • 45
  • iron(III) chloride [ No CAS ]
  • [ 75055-73-1 ]
  • C27H24FeN3O6 [ No CAS ]
YieldReaction ConditionsOperation in experiment
85% With sodium methylate In methanol; water for 24h;
  • 46
  • aluminum(III) nitrate nonahydrate [ No CAS ]
  • [ 75055-73-1 ]
  • [ 1195938-76-1 ]
YieldReaction ConditionsOperation in experiment
76% With sodium methylate In methanol; water for 1h;
  • 48
  • [ 1122-54-9 ]
  • [ 141-78-6 ]
  • [ 75055-73-1 ]
YieldReaction ConditionsOperation in experiment
With sodium hydride at 20℃; Cooling with ice; 17.1 2) Preparation of 1-p-pyridylbutane-1,3-dione Add a 100 ml round bottom flask to the magnetizer and add sodium hydride inward. (0.88 g, 22 mmol, purity 60%, 1.1 eq), then 50 ml of ethyl acetate was added under ice bath. Slowly add p-pyridinone (2.42 g, 20 mmol, 1.0 eq), after 30 min in ice bath, React at room temperature for more than 10h, monitor with TLC plate, use after reaction Quenched with 10% ammonium chloride, extracted with ethyl acetate. Obtaining 1-p-pyridylbutane-1,3-dione
With sodium hydride In tetrahydrofuran at 0 - 20℃; for 12h; Inert atmosphere; General Procedure for the synthesis of intermediates 2 General procedure: In a 100 ml round bottom flask, substituted acetophenone (30 mmol,1 equiv) and NaH (33 mmol, 1.1 equiv) was dissolved in THF at 0 C. Thecorresponding acid ethyl ester was added and the mixture was stirred at0 C for 30 min. Then, the reaction was stirred at room temperature for12 h. After the reaction was quenched with saturated NH4Cl (50 ml) andextracted with EtOAc (2 × 100 ml), the combined organic layers werewashed with brine (50 ml), dried over Na2SO4, concentrated undervacuum and purified by column chromatography on silica gel to affordthe corresponding product 2.
  • 49
  • [ 75055-73-1 ]
  • phenyl 5-methyl-3-(pyridin-4-yl)-1H-pyrazole-1-sulfonate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: hydrazine hydrate / methanol / 2 h / Reflux 2: potassium <i>tert</i>-butylate / dimethyl sulfoxide / 70 °C / Inert atmosphere
Multi-step reaction with 2 steps 1: hydrazine hydrate / methanol / 2 h / Reflux; Inert atmosphere 2: potassium <i>tert</i>-butylate / dimethyl sulfoxide / 10 h / 70 °C / Inert atmosphere
  • 50
  • [ 75055-73-1 ]
  • [ 20007-63-0 ]
YieldReaction ConditionsOperation in experiment
With hydrazine hydrate In methanol for 2h; Reflux; Inert atmosphere; General Procedure for the synthesis of intermediates 3 General procedure: In a 100 ml round bottom flask equipped with a condenser tube,corresponding intermediate substrate 2 (10 mmol, 1 equiv) andN2H4H2O (10 mmol, 1 equiv) was dissolved in CH3OH. The reactionwas reflux for 2 h. After the reaction was completed, the organic solventwas removed under vacuum, the residue was purified by column chromatographyon silica gel to afford the corresponding product 3.
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