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[ CAS No. 6628-28-0 ] {[proInfo.proName]}

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Product Details of [ 6628-28-0 ]

CAS No. :6628-28-0 MDL No. :MFCD00023987
Formula : C12H13NO Boiling Point : -
Linear Structure Formula :- InChI Key :VTGXHCUQALWXCR-UHFFFAOYSA-N
M.W : 187.24 Pubchem ID :81118
Synonyms :

Calculated chemistry of [ 6628-28-0 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 14
Num. arom. heavy atoms : 10
Fraction Csp3 : 0.25
Num. rotatable bonds : 2
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 58.01
TPSA : 22.12 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.36 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.62
Log Po/w (XLOGP3) : 2.93
Log Po/w (WLOGP) : 2.94
Log Po/w (MLOGP) : 2.06
Log Po/w (SILICOS-IT) : 3.25
Consensus Log Po/w : 2.76

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.24
Solubility : 0.107 mg/ml ; 0.000571 mol/l
Class : Soluble
Log S (Ali) : -3.06
Solubility : 0.165 mg/ml ; 0.000879 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.62
Solubility : 0.00448 mg/ml ; 0.0000239 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.35

Safety of [ 6628-28-0 ]

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

Application In Synthesis of [ 6628-28-0 ]

* 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 [ 6628-28-0 ]

[ 6628-28-0 ] Synthesis Path-Downstream   1~50

  • 1
  • [ 6628-28-0 ]
  • [ 120-57-0 ]
  • [ 109647-41-8 ]
YieldReaction ConditionsOperation in experiment
With acetic anhydride
  • 2
  • [ 6628-28-0 ]
  • [ 99-61-6 ]
  • 6-ethoxy-2-(3-nitro-<i>trans</i>-styryl)-quinoline [ No CAS ]
YieldReaction ConditionsOperation in experiment
With acetic anhydride
  • 3
  • [ 6628-28-0 ]
  • [ 555-16-8 ]
  • 6-ethoxy-2-(4-nitro-<i>trans</i>-styryl)-quinoline [ No CAS ]
YieldReaction ConditionsOperation in experiment
With acetic anhydride
  • 4
  • [ 6628-28-0 ]
  • [ 591-51-5 ]
  • 2-(6-ethoxy-[2]quinolyl)-1-(4-dimethylamino-phenyl)-ethanol [ No CAS ]
YieldReaction ConditionsOperation in experiment
With diethyl ether Erwaermen des Reaktionsgemisches mit 4-Dimethylamino-benzaldehyd;
  • 5
  • [ 6628-28-0 ]
  • [ 105-07-7 ]
  • 4-[<i>trans</i>-2-(6-ethoxy-[2]quinolyl)-vinyl]-benzonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
With zinc(II) chloride
  • 6
  • [ 6628-28-0 ]
  • [ 77-78-1 ]
  • [ 68516-69-8 ]
YieldReaction ConditionsOperation in experiment
With acetone
  • 8
  • [ 110-86-1 ]
  • [ 6628-28-0 ]
  • [ 117622-58-9 ]
YieldReaction ConditionsOperation in experiment
40% With iodine
  • 9
  • [ 6628-28-0 ]
  • [ 74-88-4 ]
  • [ 63151-41-7 ]
YieldReaction ConditionsOperation in experiment
at 100 - 105℃; for 12h;
  • 10
  • [ 156-43-4 ]
  • [ 123-73-9 ]
  • [ 6628-28-0 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride for 6h; Heating;
  • 11
  • [ 6628-28-0 ]
  • 3-butoxy-4-(6-ethoxy-1-methyl-1<i>H</i>-quinolin-2-ylidenemethyl)-cyclobut-3-ene-1,2-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 12 h / 100 - 105 °C 2: 90 percent / quinoline / benzene / 24 h / 100 - 105 °C
  • 12
  • 2-(4-ethoxyphenylazo)-5-methyl-1-vinylpyrrole [ No CAS ]
  • [ 6628-28-0 ]
YieldReaction ConditionsOperation in experiment
26% With trifluoroacetic acid In isopropyl alcohol for 6h; Heating;
  • 13
  • [ 64-17-5 ]
  • [ 156-43-4 ]
  • [ 6628-28-0 ]
YieldReaction ConditionsOperation in experiment
91% With platinum-loaded TiO2 nanoparticles at 30℃; for 4h; Irradiation; Inert atmosphere;
88% With gold on titanium oxide at 30℃; for 4h; UV-irradiation; Inert atmosphere;
at 30℃; for 4h; UV-irradiation; Inert atmosphere;
  • 14
  • [ 6628-28-0 ]
  • [ 193140-69-1 ]
  • ethyl-2-amino-3,3,3-trifluoro-2-(5-ethoxyquinolin-2-ylmethyl)propanoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% With trifluorormethanesulfonic acid In 1,4-dioxane at 20 - 100℃; for 12h; Inert atmosphere; General procedure triflic acid-catalyzed the Csp3-H functionalization of 2-methylazaarenes with a-trifluoromethyl imino este General procedure: Ethyl trifluoro imino ester 2(50 mg, 0.18 mmol) and 2-methyl quinoline 1a (49 lL, 0.36 mol) were placedin a screw-cap pressure tube along with 2 mL 1,4-dioxane. The mixture wasflushed with argon and stirred for 2 min at room temperature. Triflic acid (4 lL,20 mol %) was added with constant stirring. The closed tube was stirred at100 C for 12 h. After the reaction was completed, as indicated by TLC and 19FNMR, the resulting reaction mixture was directly subjected to columnchromatography (hexane/ethyl acetate 90:10 to 50:50) to obtain a whitesolid in 81% isolated yield.
  • 15
  • [ 6628-28-0 ]
  • [ 100-46-9 ]
  • 7-ethoxy-1-phenylimidazo[1,5-a]quinoline [ No CAS ]
YieldReaction ConditionsOperation in experiment
52% With ammonium iodide In N,N-dimethyl-formamide at 100℃; for 24h; Electrochemical reaction;
42% With copper(l) iodide; di-tert-butyl peroxide; copper(II) acetate monohydrate In dimethyl sulfoxide at 110℃; for 24h;
  • 16
  • [ 6628-28-0 ]
  • [ 100063-12-5 ]
YieldReaction ConditionsOperation in experiment
93% With [bis(acetoxy)iodo]benzene In dimethyl sulfoxide at 120℃; for 0.5h; Microwave irradiation; Sealed tube; Green chemistry; regioselective reaction; Experimental Procedures Typical experimental procedure for oxidation of 2-methylquinolines General procedure: Unless otherwise noted, reactions were carried out as following: 2-methylquinolines 1 (2 mmol), PIDA (4 mmol), DMSO(10 mL) were mixed in a sealed microwave tube. The reaction mixture was stirred at 120 °C for 30 min under microwave irradiation using a CEM Discover microwave reactor (the highest power: 85 W; run time: 10 min; hold time: 30 min; temperature: 120 °C). The resulting reaction mixture was neutralized with saturated aqueous NaHCO3 solution and extracted with Et2O. The combined organic layers were washed with H2O and dried over Na2SO4, then concentrated under reduced pressure. The crude residue was purified by flash chromatographyon silica gel using hexane/EtOAc as eluent.
With iodine; dimethyl sulfoxide at 110℃; Sealed tube;
With iodine; dimethyl sulfoxide; trifluoroacetic acid at 130℃; for 3h; Sealed tube;
  • 17
  • [ 6628-28-0 ]
  • [ 24964-64-5 ]
  • [ 762-21-0 ]
  • diethyl 3-(3-cyanobenzyl)-7-ethoxypyrrolo[1,2-a]quinoline-1,2-dicarboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% Stage #1: 6-ethoxy-2-methyl-quinoline; 3-Cyanobenzaldehyde In chlorobenzene at 140℃; Sealed tube; Green chemistry; Stage #2: acetylenedicarboxylic acid diethyl ester In chlorobenzene at 120℃; for 8h; Sealed tube; Green chemistry;
  • 18
  • [ 6628-28-0 ]
  • [ 387-45-1 ]
  • [ 762-21-0 ]
  • diethyl 3-(2-chloro-6-fluorobenzyl)-7-ethoxypyrrolo[1,2-a]-quinoline-1,2-dicarboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
88% Stage #1: 6-ethoxy-2-methyl-quinoline; 2-chloro-6-fluorobenzaldehyde In chlorobenzene at 140℃; Sealed tube; Green chemistry; Stage #2: acetylenedicarboxylic acid diethyl ester In chlorobenzene at 120℃; for 8h; Sealed tube; Green chemistry;
  • 19
  • [ 6628-28-0 ]
  • [ 769-92-6 ]
  • 6-(tert-butyl)-2-(6-ethoxyquinolin-2-yl)benzo[d]thiazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
87% With ammonium iodide; sulfur In 1-methyl-pyrrolidin-2-one at 160℃; Sealed tube;
  • 20
  • [ 6628-28-0 ]
  • [ 15814-30-9 ]
  • C29H23NO2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
78% In N,N-dimethyl-formamide at 100℃; for 10h; Sealed tube; 2 Example 2 2-(4'-hydroxy-2',6'-diphenyl)phenyl-6-ethoxyquinoline According to the general formula, 6-ethoxy-2-methylquinoline was added successively to 25 mL of the sealed tube(1b, 0.6 mmol), diacetylene (2b, 0.5 mmol), DMF (1 mL) and 100 oC for 10 h. The reaction was quenched with TLC. After completion of the reaction, the mixture was cooled to room temperature and the solvent was distilled off under reduced pressure And purified by flash silica gel column chromatography (eluent: petroleum ether: ethyl acetate = 10: 1) to give pale yellow solid 163 mg in 78% yield. The structural formula was:
58% In neat (no solvent) at 100℃; for 6h; Sealed tube;
  • 21
  • [ 6628-28-0 ]
  • C21H12O [ No CAS ]
  • C33H25NO2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
63% In neat (no solvent) at 100℃; for 8h; Sealed tube;
  • 22
  • [ 4930-98-7 ]
  • [ 6628-28-0 ]
  • 2-([1,2,4]triazolo[4,3-a]pyridin-3-yl)-6-ethoxyquinoline [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% Stage #1: 6-ethoxy-2-methyl-quinoline With iodine; dimethyl sulfoxide at 110℃; Sealed tube; Stage #2: pyrid-2-ylhydrazine at 110℃; Sealed tube;
  • 23
  • [ 109-99-9 ]
  • [ 6628-28-0 ]
  • C16H21NO2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; lithium bromide In water; chlorobenzene for 60h; Irradiation; Inert atmosphere; 35 The method for synthesizing polysubstituted quinolines and derivatives includes the following steps: General procedure: Step 1: Put quinoline compounds (see Table 1 for specific substances), lithium bromide, water, acid (see Table 1 for specific substances) and add to the reaction vessel. The catalysts (see Table 1 for specific substances) and organic solvents (specific materials) See Table 1) Add to the reaction vessel and mix well;Step 2: The reaction vessel is subjected to inert gas extraction three times, an ether compound is added, and the reactor is uniformly irradiated with blue light (such as a blue LED lamp), and the quinoline compound and the ether compound are reacted in a solvent, and the reaction is continued. The time stated in 1;Step 3: Purification is carried out after completion of the reaction.
  • 24
  • [ 6628-28-0 ]
  • [ 7677-24-9 ]
  • [ 100-46-9 ]
  • 7-ethoxy-1-phenylimidazo[1,5-a]quinoline-3-carbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% With ammonium iodide; ammonium tetrafluoroborate; diphenyl-phosphinic acid In N,N-dimethyl acetamide at 90℃; for 24h; Electrolysis; Green chemistry;
  • 25
  • [ 6628-28-0 ]
  • 7-ethoxy-[1,2,3]triazolo[1,5-a]quinoline [ No CAS ]
YieldReaction ConditionsOperation in experiment
74% Stage #1: 6-ethoxy-2-methyl-quinoline With iodine In dimethyl sulfoxide at 110℃; for 4h; Stage #2: With potassium phosphate tribasic trihydrate; toluene-4-sulfonic acid hydrazide In dimethyl sulfoxide at 110℃; for 6h; 10 Example 10: Preparation adding 0.3 mmol of 6-ethoxy-2-methylquinoline, 0.75 mmol of elemental iodine, and 2 mL of dimethyl sulfoxide to a 15 mL pressure-resistant tube, and magnetically stirring the reaction at 110 ° C for 4 hours. After cooling, 0.36 mmol of p-toluenesulfonylhydrazide and 0.9 mmol of potassium phosphate trihydrate were added, and magnetic stirring was carried out at 110 ° C for 6 hours. After the reaction was completed, the reaction solution was extracted, and the organic layer was washed, dried, and evaporated under reduced pressure. The solvent is the crude product, and the crude product is purified by column with petroleum ether/ethyl acetate=1.5:12:1 (V/V) as the eluent to obtain the desired product. The product is yellow solid, the yield is 74%
64% Stage #1: 6-ethoxy-2-methyl-quinoline With iodine In dimethyl sulfoxide at 110℃; Sealed tube; Stage #2: With potassium phosphate tribasic trihydrate; toluene-4-sulfonic acid hydrazide In dimethyl sulfoxide at 110℃; for 5h; Sealed tube;
  • 26
  • [ 6628-28-0 ]
  • [ 536-74-3 ]
  • 3-(6-ethoxyquinolin-2-yl)-5-phenylisoxazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
78% With ammonium iodide; tert.-butylnitrite; 2,4-dinitrobenzoic acid In N,N-dimethyl acetamide at 110℃; for 1.5h;
  • 27
  • [ 6628-28-0 ]
  • [ 19434-34-5 ]
  • 2-(6-ethoxyquinolin-2-yl)-1-(2-phenoxyphenyl)ethan-1-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
47% With acetic acid In water at 100℃; for 24h;
  • 28
  • [ 6628-28-0 ]
  • 8-bromo-6-ethoxy-2-methylquinoline N-oxide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 14 h / 0 - 20 °C / Schlenk technique; Sealed tube 2: N-Bromosuccinimide; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver hexafluoroantimonate; sodium acetate / 2,2,2-trifluoroethanol / 12 h / 50 °C / Sealed tube
  • 29
  • [ 6628-28-0 ]
  • 6-ethoxy-2-methylquinoline N-oxide [ No CAS ]
YieldReaction ConditionsOperation in experiment
54% With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0 - 20℃; for 14h; Schlenk technique; Sealed tube;
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0 - 20℃; for 12h; Schlenk technique;
  • 30
  • [ 6628-28-0 ]
  • [ 6642-31-5 ]
  • 5-(6-ethoxyquinolin-2-yl)-1,3,7,9-tetramethylpyrido[2,3-d:6,5-d']dipyrimidine-2,4,6,8(1H,3H,7H,9H)-tetraone [ No CAS ]
YieldReaction ConditionsOperation in experiment
76% With iodine In dimethyl sulfoxide at 110℃; for 10h; 8 To a 15 mL pressure-resistant tube, 0.3 mmol of 6-ethoxy-2-methylquinoline, 0.66 mmol of 6-amino-1,3-dimethylpyrimidine-2,4 (1H, 3H) -dione, 0.45 mmol I2, 2mL DMSO, the reaction mixture was stirred at 110 ° C for 10 hours under air environment, and then the reaction solution was extracted with ethyl acetate. The organic layer was washed with 10% sodium thiosulfate solution (w / w), and dried over anhydrous sodium sulfate. Then, the crude product was concentrated under reduced pressure and dried under vacuum to obtain a crude product. The crude product was purified by column separation using ethyl acetate / petroleum ether = 2: 1 (V / V) as the eluent to obtain the desired product. The product was a white solid. The yield was 76%.
76% With iodine In dimethyl sulfoxide at 120℃; for 6h; Sealed tube;
  • 31
  • [ 6628-28-0 ]
  • [ 765-87-7 ]
  • 2-ethoxy-6-methyl-5,6,8,9,10,11-hexahydro-4H-pyrido[3,2,1-jk]carbazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
51% With formic acid; bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; trifluoroacetic acid In para-xylene at 120℃; for 16h; Inert atmosphere; Schlenk technique;
  • 32
  • [ 6628-28-0 ]
  • [ 89-25-8 ]
  • C32H25N5O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
59% With iodine; trifluoroacetic acid In dimethyl sulfoxide at 130℃; for 6h; 10 Add 6-ethoxy-2-methylquinoline to 25mL pressure tube,0.6mmol 3-methyl-1-phenyl-2-pyrazoline-5-one, 0.03mmol I2, 2mL DMSO, the reaction mixture was stirred at 130°C for 6 hours in an air environment,The reaction solution was extracted with ethyl acetate, the organic layer was washed with 10% sodium thiosulfate solution (w/w), dried over anhydrous sodium sulfate, concentrated under reduced pressure and dried under vacuum to obtain a crude product.The crude product uses ethyl acetate/petroleum ether=1:8 (V/V) as the eluent for column separation and purification to obtain the desired product.The product was a white solid with a yield of 59%.
  • 33
  • [ 6628-28-0 ]
  • 8-benzamido-6-ethoxy-2-methylquinoline N-oxide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 12 h / 0 - 20 °C / Schlenk technique 2: acetic acid; Cp*Co(CO)I2; silver hexafluoroantimonate / 12 h / 50 °C
  • 34
  • [ 6628-28-0 ]
  • [ 66-83-1 ]
  • C23H19N3O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
75% With iodine In dimethyl sulfoxide at 130℃; Sealed tube; Green chemistry; 12 Example 12: This example is used to illustrate the preparation of the compound of the structure represented by formula L.The reaction formula is:Add 0.3mmol 2-methyl-6-ethoxyquinoline, 0.36mmol 5-methoxytryptamine hydrochloride, 0.45mmol I2and 2mL dimethyl sulfoxide into a 15mL pressure tube, and then The pressure-resistant tube was sealed and placed in an oil bath at 130°C and stirred for 6-10 hours. After the reaction, it was extracted with dichloromethane and water. During the extraction, sodium thiosulfate and sodium hydroxide were added to treat the reaction solution. The layer was washed with saturated brine, dried over anhydrous sodium sulfate, and evaporated to remove the solvent under reduced pressure to obtain the crude product. The crude product was separated by column with ethyl acetate/petroleum ether=1:5 (V/V) as the eluent The desired product is obtained after purification, and the product is a white solid with a yield of 75%.
  • 35
  • [ 6628-28-0 ]
  • [ 119-53-9 ]
  • 2-(6-ethoxyquinolin-2-yl)-4,5-diphenyloxazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
78% Stage #1: 6-ethoxy-2-methyl-quinoline With iodine; dimethyl sulfoxide at 120℃; Sealed tube; Stage #2: 2-hydroxy-2-phenylacetophenone With ammonium acetate at 120℃; Molecular sieve; Sealed tube;
  • 36
  • [ 613-21-8 ]
  • [ 75-03-6 ]
  • [ 6628-28-0 ]
YieldReaction ConditionsOperation in experiment
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Cooling with ice;
  • 37
  • [ 6628-28-0 ]
  • C12H17NO [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium tetrahydroborate; nickel dichloride In methanol at 20℃; Inert atmosphere;
  • 38
  • [ 6628-28-0 ]
  • (S)-6-ethoxy-2-methyl-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroquinoline [ No CAS ]
  • C12H17NO [ No CAS ]
  • C12H17NO [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: nickel dichloride; sodium tetrahydroborate / methanol / 20 °C / Inert atmosphere 2: bis(1,5-cyclooctadiene)nickel (0); potassium <i>tert</i>-butylate; lithium tert-butoxide; 7,9-bis(4-methyl-2,6-bis((R)-1-phenylethyl)phenyl)-7H-acenaphtho[1,2-d]imidazol-9-ium chloride / Cyclopentane / 24 h / 0 °C / Inert atmosphere
  • 39
  • [ 6628-28-0 ]
  • C12H17NO [ No CAS ]
  • C19H20N2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: nickel dichloride; sodium tetrahydroborate / methanol / 20 °C / Inert atmosphere 2: bis(1,5-cyclooctadiene)nickel (0); potassium <i>tert</i>-butylate; lithium tert-butoxide; 7,9-bis(4-methyl-2,6-bis((R)-1-phenylethyl)phenyl)-7H-acenaphtho[1,2-d]imidazol-9-ium chloride / Cyclopentane / 36 h / -30 °C / Inert atmosphere
  • 40
  • [ 6628-28-0 ]
  • [ 6630-33-7 ]
  • 2-(6-ethoxyquinolin-2-yl)benzo[b]thiophen-3-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
83% With sulfur; potassium carbonate In dimethyl sulfoxide at 130℃; for 24h;
  • 41
  • [ 6628-28-0 ]
  • [ 90221-55-9 ]
  • 2-(6-ethoxyquinolin-2-yl)-5-methylbenzo[b]thiophen-3-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
68% With sulfur; potassium carbonate In dimethyl sulfoxide at 130℃; for 24h;
  • 42
  • [ 6628-28-0 ]
  • [ 1192-21-8 ]
  • (5-amino-1-methyl-1H-pyrazol-4-yl)(6-ethoxyquinolin-2-yl)methanone [ No CAS ]
YieldReaction ConditionsOperation in experiment
71% With iodine In dimethyl sulfoxide at 130℃; for 6h; Sealed tube;
  • 43
  • [ 3524-32-1 ]
  • [ 6628-28-0 ]
  • (5-Amino-1,3-dimethyl-1H-pyrazol-4-yl)(6-ethoxyquinolin-2-yl)methanone [ No CAS ]
YieldReaction ConditionsOperation in experiment
58% With iodine In dimethyl sulfoxide at 120℃; for 6h; Sealed tube;
  • 44
  • [ 3524-32-1 ]
  • [ 6628-28-0 ]
  • 4-(6-ethoxyquinolin-2-yl)-1,3,5,7-tetramethyl-1,7-dihydrodipyrazolo[3,4-b:4',3'-e]pyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
24% With iodine In dimethyl sulfoxide at 120℃; for 6h; Sealed tube;
  • 45
  • [ 6628-28-0 ]
  • [ 1131-18-6 ]
  • 4-(6-ethoxyquinolin-2-yl)-3,5-dimethyl-1,7-diphenyl-1,7-dihydrodipyrazolo[3,4-b:4',3'-e]pyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
55% With iodine In dimethyl sulfoxide at 120℃; for 6h; Sealed tube;
  • 46
  • [ 6628-28-0 ]
  • 4-(6-ethoxyquinolin-2-yl)-5-methyl-2,7-diphenyl-2,9-dihydrooxepino[2,3-c:6,5-c']dipyrazol-3(7H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: trifluoroacetic acid; iodine; dimethyl sulfoxide / 3 h / 130 °C / Sealed tube 2.1: trifluoroacetic acid; iodine; dimethyl sulfoxide / 3 h / 130 °C / Inert atmosphere 2.2: Inert atmosphere
  • 47
  • [ 6628-28-0 ]
  • 4-(6-ethoxyquinolin-2-yl)-5-methyl-2,7-di-p-tolyl-2,9-dihydrooxepino[2,3-c:6,5-c']dipyrazol-3(7H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: trifluoroacetic acid; iodine; dimethyl sulfoxide / 3 h / 130 °C / Sealed tube 2.1: trifluoroacetic acid; iodine; dimethyl sulfoxide / 3 h / 130 °C / Inert atmosphere 2.2: Inert atmosphere
  • 48
  • [ 6628-28-0 ]
  • [ 28144-70-9 ]
  • 2-(6-ethoxyquinolin-2-yl)quinazolin-4(3H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
88% With oxalic acid; tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide at 100℃; Electrolysis;
  • 49
  • [ 6628-28-0 ]
  • [ 611-73-4 ]
  • (6-ethoxy-2-methylquinolin-4-yl)(phenyl)methanol [ No CAS ]
YieldReaction ConditionsOperation in experiment
60% With trifluorormethanesulfonic acid; [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; water monomer; Zinc di(trifluoromethanesulphonate) In methanol at 50℃; for 48h; Inert atmosphere; Irradiation;
  • 50
  • [ 6628-28-0 ]
  • [ 29681-57-0 ]
  • 4-(tert-butyldimethylsilyl)-6-ethoxy-2-methylquinoline [ No CAS ]
YieldReaction ConditionsOperation in experiment
52% With 2-(benzyloxy)-7-(10H-phenothiazin-10-yl)-3a,3a1,7,8-tetrahydro-1H-benzo[de]isoquinoline-1,3(2H)-dione; 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo-[2.2.2]octane bis(tetrafluoroborate); trifluoroacetic acid In propan-2-one; acetonitrile at 20℃; for 24h; Inert atmosphere; Irradiation; Schlenk technique;
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; ;