Home Cart 0 Sign in  
X

[ CAS No. 145797-86-0 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
3d Animation Molecule Structure of 145797-86-0
Chemical Structure| 145797-86-0
Chemical Structure| 145797-86-0
Structure of 145797-86-0 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

* Shipping: {[proInfo.prShipping]}

Quality Control of [ 145797-86-0 ]

Related Doc. of [ 145797-86-0 ]

Alternatived Products of [ 145797-86-0 ]
Product Citations

Product Details of [ 145797-86-0 ]

CAS No. :145797-86-0 MDL No. :MFCD15206027
Formula : C11H12BrNO Boiling Point : -
Linear Structure Formula :- InChI Key :IXTRPIUOVNEKRQ-UHFFFAOYSA-N
M.W : 254.12 Pubchem ID :18467239
Synonyms :

Calculated chemistry of [ 145797-86-0 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 14
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.36
Num. rotatable bonds : 2
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 63.56
TPSA : 20.31 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.42 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.28
Log Po/w (XLOGP3) : 2.02
Log Po/w (WLOGP) : 1.43
Log Po/w (MLOGP) : 2.2
Log Po/w (SILICOS-IT) : 2.68
Consensus Log Po/w : 2.12

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.87
Solubility : 0.34 mg/ml ; 0.00134 mol/l
Class : Soluble
Log S (Ali) : -2.07
Solubility : 2.14 mg/ml ; 0.00844 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.77
Solubility : 0.0428 mg/ml ; 0.000168 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 1.81

Safety of [ 145797-86-0 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P201-P202-P261-P264-P270-P271-P280-P302+P352-P304+P340-P308+P313-P310-P330-P361-P403+P233-P405-P501 UN#:2811
Hazard Statements:H301-H311-H331-H341 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 145797-86-0 ]

* 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 [ 145797-86-0 ]

[ 145797-86-0 ] Synthesis Path-Downstream   1~18

  • 1
  • [ 91-21-4 ]
  • [ 598-21-0 ]
  • [ 145797-86-0 ]
YieldReaction ConditionsOperation in experiment
96% With N-ethyl-N,N-diisopropylamine In dichloromethane at -20℃;
88% With potassium carbonate In dichloromethane; water at 20℃; for 1h; 1.1; 86A Step A. 2-bromo-1-(3,4-dihydroisoquinolin-2(1H)-yl)ethanone 1,2,3,4-tetrahydroisoquinoline (5.00 g) and K2CO3 (19.36 g, 2.0 equiv) were dissolved in 100 ml of dichloromethane 50 ml of water, and 2-bromoacetyl bromide (9.09 g, 1.2equiv). The reaction was gradually returned to room temperature and allowed to react at room temperature for 1 h, and the reaction was monitored by TLC. Water was added to the reaction, which was extracted with dichloromethane (3×50 mL). The extracted dichloromethane layer was washed with brine, dried over anhydrous sodium sulfate, and then the solvent was removed by evaporation, using a petroleum ether/ethyl acetate (5:1) solvent. The product 2-bromo-1-(3,4-dihydroisoquinoline-2 was obtained(1H)-yl)ethanone (8.4 g, 88%).
80% With <i>N</i>,<i>N</i>-dimethyl-aniline In dichloromethane for 0.5h; Cooling with ice;
With sodium hydrogencarbonate In dichloromethane at 0 - 20℃; for 12h; 1 Dissolving tetrahydroisoquinoline in dichloromethane,Add sodium bicarbonate,At 0 ° C,Slowly add bromoacetyl bromide,Dosage in molar ratio of tetrahydroisoquinoline / sodium bicarbonate / bromoacetyl bromide = 1 / 1.5 / 1.3,The amount of dichloromethane is 15 mL/g tetrahydroisoquinoline.After the reaction system was stirred at room temperature for 12 hours,Ice water (10 mL) was slowly added dropwise under ice bath conditions.Wash with water (50 mL×3 times) and saturated brine (50 mL).The organic phase is dried over anhydrous Na2SO4.filter,The solvent was distilled off under reduced pressure, and then purified by silica gel column chromatography.be made ofN-(2-bromoformylmethyl)-tetrahydroisoquinoline

  • 2
  • [ 145797-86-0 ]
  • 1-(3,5-bis-trifluoromethyl-benzyloxy)-3-(3,4-dichloro-phenyl)-5-piperazin-1-yl-pentan-2-one <i>O</i>-methyl-oxime [ No CAS ]
  • 1-(3,5-bis-trifluoromethyl-benzyloxy)-3-(3,4-dichloro-phenyl)-5-{4-[2-(3,4-dihydro-1<i>H</i>-isoquinolin-2-yl)-2-oxo-ethyl]-piperazin-1-yl}-pentan-2-one <i>O</i>-methyl-oxime [ No CAS ]
  • 3
  • [ 91-21-4 ]
  • [ 22118-09-8 ]
  • [ 70080-54-5 ]
  • [ 145797-86-0 ]
  • 4-[2-oxo-2-(1,2,3,4-tetrahydro-2-isoquinolinyl)ethoxy]-alpha-oxobenzeneacetic acid ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium hydrogencarbonate; In N-methyl-acetamide; hydrogenchloride; dichloromethane; water; EXAMPLE 250 Preparation of 4-[2-oxo-2-(1,2,3,4-tetrahydro-2-isoquinolinyl)ethoxy]-alpha-oxobenzeneacetic acid ethyl ester Bromoacetyl chloride (0.25 mL) was added slowly to a cold (5 C.) solution of 1,2,3,4-tetrahydroisoquinoline (0.8 g) in dichloromethane (25 mL) and the mixture was stirred in an ice bath for 45 minutes, then at room temperature overnight. Water (20 mL) was added, the layers were separated and the organic layer was washed in turn with 0.5N hydrochloric acid and sodium bicarbonate solution. The dried extract (MgSO4) was evaporated to provide 0.762 g of 2-(2-bromo-1-oxoethyl)-1,2,3,4-tetrahydroisoquinoline. A mixture of <strong>[70080-54-5]4-hydroxy-alpha-oxobenzeneacetic acid ethyl ester</strong> (0.582 g) in dimethylformamide (8 mL) under argon was treated with 55% sodium hydride (0. 141 g), stirred for 30 minutes and then 2-(2-bromo-1-oxoethyl)-1,2,3,4-tetrahydroisoquinoline (0.762 g) in dimethylformamide (6 mL) was added. The solution was stirred at room temperature for 20 hours and worked up as in Example 20. The crude product was purified by HPLC (ethyl acetate-hexane; 2:3) to yield 0.3 g of 4-[2-oxo-2-(1,2,3,4-tetrahydro-2-isoquinolinyl)ethoxy]-alpha-oxobenzeneacetic acid ethyl ester as an oil. Analysis Calculated for C21 H21 NO5: C, 68.65; H, 5.76; N, 3.81. Found: C, 67.93; H, 5.70; N, 4.03.
  • 4
  • [ 128520-83-2 ]
  • [ 110-17-8 ]
  • [ 75-05-8 ]
  • [ 145797-86-0 ]
  • 2-[4-(6-Fluoro-1H-indazol-3-yl)-1-piperazinyl]-1-(1,2,3,4-tetrahydro-1H-isoquinolin-2-yl)ethanone difumarate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium hydrogencarbonate In methanol; ethyl acetate 262 2-[4-(6-Fluoro-1H-indazol-3-yl)-1-piperazinyl]-1-(1,2,3,4-tetrahydro-1H-isoquinolin-2-yl)ethanone difumarate EXAMPLE 262 2-[4-(6-Fluoro-1H-indazol-3-yl)-1-piperazinyl]-1-(1,2,3,4-tetrahydro-1H-isoquinolin-2-yl)ethanone difumarate A mixture of 6-fluoro-3-(4-piperazinyl)-1H-indazole (3.1 g, 14 mmol), 2-bromoacetyl-1,2,3,4-tetrahydroisoquinoline (3.6 g, 14 mmol), NaHCO3 (1.4 g, 17 mmol) and CH3 CN (150 ml) was stirred at reflux under N2 for 6 hours. The cooled reaction was filtered and the filtrate was concentrated to yield 6.1 g of an off-white foam. The compound was purified by preparative HPLC (Water's Associates prep 500 using 2 silica gel columns and 5% MeOH-CH2 Cl2 as eluent). Concentration of appropriate fractions gave 4.1 g of an off-white solid. A 0.8 g (2.0 mmol) sample was dissolved in warm EtOAc (30 ml) and MeOH (4 ml) and filtered. The filtrate was heated to reflux and was treated with a solution of fumaric acid (0.47 g, 4.0 mmol) in MeOH/EtOAc (1:1, 8 ml). The mixture was cooled and the resultant white solid was collected to yield 0.88 g. This was combined with another small sample (1.0 g total) and recrystallization from ethanol provided 0.75 g of a white solid, m.p. 235°-238° C. Analysis: Calculated for C22 H24 FN5 O.2C4 H4 O4: 57.60% C 5.16% H 11.19% N Found: 57.68% C 5.26% H 1 1.31 % N
  • 5
  • [ 98294-88-3 ]
  • [ 145797-86-0 ]
  • 1-(1,2,3,4-tetrahydroisoquinolin-2-yl)-2-[4-(6-fluoro-1H-indazol-3-yl)-1-piperidinyl]ethanone [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium hydrogencarbonate In acetonitrile 261 N-[2-[4-(6-Fluoro-1H-indazol-3-yl)-1-piperidinyl]ethyl]-1,2,3,4-tetrahydroisoquinoline dimaleate EXAMPLE 261 N-[2-[4-(6-Fluoro-1H-indazol-3-yl)-1-piperidinyl]ethyl]-1,2,3,4-tetrahydroisoquinoline dimaleate To a solution of 4-(6-fluoro-1H-indazol-3-yl)piperidine (4.8 g, 18.9 mmol) in CH3 CN (200 ml) was added 2-bromo-1-(1,2,3,4-tetrahydroisoquinolin-2-yl)ethanone (4.8 g, 18.9 mmol) and sodium bicarbonate (1.9 g, 22.7 mmol) at room temperature. The reaction mixture was warmed to reflux (4 hours), cooled to room temperature and filtered through a pad of celite. The solids were washed with DCM and the combined filtrates were concentrated. The remaining residue was purified via preparative HPLC (silica gel, 5-10% MeOH/DCM) to give 4.1 g of 1-(1,2,3,4-tetrahydroisoquinolin-2-yl)-2-[4-(6-fluoro-1H-indazol-3-yl)-1-piperidinyl]ethanone which was used without further purification.
  • 6
  • [ 98294-88-3 ]
  • E-3-1(4'-bromo-2'-butenyl)oxyl-4-benzyloxyacetophenone [ No CAS ]
  • [ 145797-86-0 ]
  • 1-(1,2,3,4-tetrahydroisoquinolin-2-yl)-2-[4-(6-fluoro-1H-indazol-3-yl)-1-piperidinyl]ethanone [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium hydrogencarbonate In acetonitrile 261 N-[2-[4-(6-Fluoro-1H-indazol-3yl)-1-piperidinyl]ethyl]-1,2,3,4-tetrahydroisoquinoline dimaleate EXAMPLE 261 N-[2-[4-(6-Fluoro-1H-indazol-3yl)-1-piperidinyl]ethyl]-1,2,3,4-tetrahydroisoquinoline dimaleate To a solution of 4-(6-fluoro-1H-indazol-3-yl)piperidine (4.8 g, 18.9 mmol) in CH3 CN (200 ml) was added 2-bromo-1-(1,2,3,4-tetrahydroisoquinolin-2-yl)ethanone (4.8 g, 18.9 mmol) and sodium bicarbonate (1.9 g, 22.7 mmol) at room temperature. The reaction mixture was warmed to reflux (4 hours), cooled to room temperature and filtered through a pad of celite. The solids were washed with DCM and the combined filtrates were concentrated. The remaining residue was purified via preparative HPLC (silica gel, 5-10% MeOH/DCM) to give 4.1 g of 1-(1,2,3,4-tetrahydroisoquinolin-2 -yl)-2-[4-(6-fluoro-1H-indazol-3-yl)-1piperidinyl]ethanone which was used without further purification.
  • 7
  • [ 132685-99-5 ]
  • [ 463-58-1 ]
  • [ 145797-86-0 ]
  • [ 1194046-33-7 ]
YieldReaction ConditionsOperation in experiment
Stage #1: Boc(L)-tryptophan hydrazide; carbon oxide sulfide With potassium hydroxide In ethanol at 23℃; for 15h; Stage #2: 2-(2-bromo-1-oxoethyl)-1,2,3,4-tetrahydroisoquinoline In ethanol
  • 8
  • [ 106-47-8 ]
  • [ 145797-86-0 ]
  • 2-((4-chlorophenyl)amino)-1-(3,4-dihydroisoquinolin-2(1H)-yl)ethyl-1-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
67% With potassium carbonate; potassium iodide In acetone at 80℃; for 2h; Microwave irradiation; 87B Step B. 2-((4-chlorophenyl)amino)-1-(3,4-dihydroisoquinolin-2(1H)-yl)ethyl-1-one 2-bromo-1-(3,4-dihydroisoquinolin-2(1H)-yl)ethanone (500 mg) and 4-chloroaniline (250.9 mg, 1 equiv) were dissolved in 15 ml of acetone, then potassium carbonate was added. (299 mg, 1.1 equiv), KI (359 mg 1.1 equiv). After reacting for 2 hours under microwave conditions at 80 ° C, the reaction solution was cooled, acetone was spun off, ethyl acetate (20 ml) was added for dilution, and then water was added thereto, and extraction was performed with ethyl acetate. The extracted ethyl acetate layer was washed with brine, dried over anhydrous sodium sulfate, and then the solvent was removed by evaporation, using a petroleum ether/ethyl acetate (2:1) solvent. The product 2-((4-chlorophenyl)amino)-1-(3,4-dihydroisoquinolin-2(1H)-yl)ethyl-1-one (400 mg, 67%) was obtained.
49% With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 1h;
  • 9
  • [ 6959-66-6 ]
  • [ 145797-86-0 ]
  • 1-(3,4-dihydroisoquinolin-2(1H)-yl)-2-((4-methylpyrimidin-2-yl)thio)ethan-1-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
74% General procedure: Sodium carbonate (0.108 g, 1.02 mmol) was added to a solution of 2-mercaptopyridine (0.078 g, 0.680 mmol) in a mixture of ethanol (11 mL) and water (11 mL). The reaction mixture was stirred at room temperature for 30 minutes then bromoacetyl furazan (0.150 g, 0.680 mmol) was added and the reaction stirred at room temperature for 1.5-2 hours. 1M Hydrochloric acid (23 mL) was added and the reaction extracted with ethyl acetate (3 x 20 mL). The organic layer was dried with magnesium sulfate and concentrated via rotary evaporation. The crude product was purified by column chromatography (silica; 5:95 ethyl acetate/hexanes elution increasing to 50:50) to yield compound 3
  • 10
  • [ 615-15-6 ]
  • [ 145797-86-0 ]
  • 1-(2-oxo-(1,2,3,4-tetrahydroisoquinolin-2-yl)ethyl)-2-methylbenzimidazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
In N,N-dimethyl-formamide at 80℃; for 24h; 1 Dissolving N-(2-bromoethyl ketone)-tetrahydroisoquinoline in anhydrous DMF,Add 2-methylbenzimidazole,The dosage ratio is N-(2-bromoethyl ketone)-tetrahydroisoquinoline/2-methylbenzimidazole=1/3, and the amount of anhydrous DMF is 25 mL/g N-(2-bromoethyl ketone). )-tetrahydroisoquinoline,After stirring at 80 ° C for 24 hours, the solvent was distilled off under reduced pressure,Add water (50mL),Extraction with ethyl acetate (50 mL) three times,The organic phase is dried over anhydrous Na2SO4.Filtered, and the solvent was distilled off under reduced pressure.Laminated by silica gel column,Preparing 1-(N-formylmethyl-tetrahydroisoquinoline)-2-methylbenzimidazole;
  • 11
  • [ 145797-86-0 ]
  • N-(4-chlorophenyl)-N-(2-(3,4-dihydroisoquinolin-2(1H)-yl)-2-oxoethyl)propionylamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: potassium carbonate; potassium iodide / acetone / 2 h / 80 °C / Microwave irradiation 2: triethylamine / dichloromethane / 0.5 h / 20 °C
  • 12
  • [ 35613-44-6 ]
  • [ 145797-86-0 ]
  • 2-(2-((2-(3,4-dihydroisoquinolin-2(1Η)-yl)-2-oxoethyl)amino)phenyl)methylacetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
31% With potassium carbonate; In acetonitrile; at 80℃; for 5h; 2-bromo-1-(3,4-dihydroisoquinolin-2(1H)-yl)ethanone (370 mg, 1.45 mmol), <strong>[35613-44-6]methyl 2-(2-aminophenyl)acetate</strong> (200 mg, 1.21) Methyl, anhydrous potassium carbonate (500 mg, 3.63 mmol) was added to acetonitrile (10 mL) successively, and the mixture was stirred and warmed at 80 C for 5 hours.. The TLC monitors the end of the reaction. The reaction mixture was cooled to room temperature, and the mixture was evaporated to dryness. Purification by crude silica gel column chromatography (petrole ether / ethyl acetate = 4 / 1) afforded 2-(2-((2-(3,4-dihydroisoquinolin-2(1Eta)yl)-2-oxoethyl)amino)phenyl)methyl acetate(N-001) was obtained as a pale yellow oil (150 mg, 31%).
  • 13
  • [ 692890-39-4 ]
  • [ 145797-86-0 ]
  • 2-(3-(N-(2-(3,4-dihydroisoquinolin-2(1Η)-yl)-2-oxoethyl)methylsulfonylamino)phenyl)methylacetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
80 mg With potassium carbonate In acetonitrile at 80℃; for 5h; 16.2 Step 2. 2-(3-(N-(2-(3,4-dihydroisoquinolin-2(1Η)-yl)-2-oxoethyl)methylsulfonylamino)phenyl)methyl acetate 2-Bromo-1-(3,4-dihydroisoquinolin-2(1H)-yl)ethan-1-one (462 mg, 1.82 mmol),Methyl 2-(3-(methylsulfonylamino)phenyl)acetate (450 mg, crude), anhydrous potassium carbonate (500 mg, 3.63 mmol)(10 mL), the reaction solution was heated at 80 ° C for 5 hours. The TLC monitors the end of the reaction. The reaction solution was cooled to room temperature, and the reaction mixture was poured into ice water, the organic phase was separated, the aqueous phase was extracted with ethyl acetate, and the combined organic phase was washed with water and saturated brine.Dry over anhydrous sodium sulfate and concentrate.Purification by column chromatography on silica gel (EtOAc /EtOAc /EtOAc /EtOAc Methyl oxoethyl)methylsulfonylamino)phenyl)acetate (80 mg, 12%) was obtained as a pale yellow oil.
  • 14
  • [ 5825-62-7 ]
  • [ 145797-86-0 ]
  • N-(4-nitrophenyl)-N-(2-(3,4-dihydroisoquinolin-2(1H)-yl)-2-oxoethyl)methanesulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
50% With potassium carbonate; potassium iodide In acetone at 80℃; for 2h; Microwave irradiation; 31C Step C: N-(4-nitrophenyl)-N-(2-(3,4-dihydroisoquinolin-2(1H)-yl)-2-oxoethyl)methanesulfonamide 2-bromo-1-(3,4-dihydroisoquinolin-2(1H)yl)ethanone (200 mg) and N-(4-nitrophenyl)methanesulfonamide (170 mg, 1 equiv) dissolved In 15 ml of acetone, potassium carbonate (119 mg, 1.1 equiv), KI (144 mg 1.1 equiv) was then added. After reacting at 80 ° C for 2 hours under microwave conditions, the solution after cooling was cooled, acetone was spun off, and ethyl acetate was added.(20 ml) was diluted, then water was added, and extraction was performed with ethyl acetate. The extracted ethyl acetate layer was washed with brine, dried over anhydrous sodium sulfate, and then the solvent was removed by evaporation, using a petroleum ether/ethyl acetate (2:1) solvent. The product N-(4-nitrophenyl)-N-(2-(3,4-dihydroisoquinolin-2(1H)-yl)-2-oxoethyl)methanesulfonamide (150 mg, 50%).
  • 15
  • [ 932-96-7 ]
  • [ 145797-86-0 ]
  • 2-((4-chlorophenyl)(methyl)amino)-1-(3,4-dihydroisoquinolin-2(1H)-yl)ethyl-1-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
81% With potassium carbonate; potassium iodide In acetone at 80℃; for 2h; Microwave irradiation; 86B Step B. 2-((4-chlorophenyl)(methyl)amino)-1-(3,4-dihydroisoquinolin-2(1H)-yl)ethyl-1-one 2-Bromo-1-(3,4-dihydroisoquinolin-2(1H)-yl)ethanone (200 mg) and 4-chloro-N-methylaniline (111.4 mg, 1 equiv) were dissolved in 15 ml of acetone. Potassium carbonate (119 mg, 1.1 equiv), KI (144 mg 1.1 equiv) was then added. After reacting for 2 hours under microwave conditions at 80 ° C, the reaction solution was cooled, acetone was spun off, ethyl acetate (20 ml) was added for dilution, and then water was added thereto, and extraction was performed with ethyl acetate. The extracted ethyl acetate layer was washed with brine, dried over anhydrous sodium sulfate, and then the solvent was removed by evaporation, using a petroleum ether/ethyl acetate (2:1) solvent. The product 2-((4-chlorophenyl)(methyl)amino)-1-(3,4-dihydroisoquinolin-2(1H)-yl)ethyl-1-one (200 mg, 81%).
  • 16
  • N-(5-methylpyridin-2-yl)methanesulfonamide [ No CAS ]
  • [ 145797-86-0 ]
  • N-(5-methylpyridin-2-yl)-N-(2-(3,4-dihydroisoquinolin-2(1H)-yl)-2-oxoethyl)methanesulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
30% With potassium carbonate; potassium iodide In acetone at 80℃; for 2h; 99 2-Bromo-1-(3,4-dihydroisoquinolin-2(1H)-yl)ethanone (2500 mg) and N-(5-methylpyridin-2-yl)methanesulfonamide (163 mg, 1 equiv) were dissolved in 15 ml of acetone, then potassium carbonate (119 mg, 1 · 1 equiv), KI (144 mg 1.1 equiv) was added. After reacting for 2 hours under microwave conditions at 80 ° C, the reaction solution was cooled, spin-removing the acetone, ethyl acetate (20 ml) was added for dilution, and then water was added thereto, and extraction was performed with ethyl acetate. The extracted ethyl acetate layer was washed with brine and then dried over anhydrous sodium sulfate. Finally, the solvent was removed by evaporation and separated on a silica gel column using petroleum ether/ethyl acetate (4:1) solvent to give product Ν-(5- methylpyridin-2-yl) -N-(2-(3,4-dihydroisoquinoline-2 (1H)-yl)-2-oxoethyl) methanesulfonamide (90mg, 30%).
  • 17
  • [ 82471-86-1 ]
  • [ 145797-86-0 ]
  • Ν-(2,3-dihydro-1H-indol-5-yl)-N-(2-(3,4-dihydroisoquinolin-2(1H)-yl)-2-oxoethyl)methanesulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate In acetonitrile at 80℃; for 2h; 45 Example 45 Preparation of N-(2,3-dihydro-1H-indol-5-yl)-N-(2-(3,4-dihydroisoquinolin-2(1H)-yl)-2-oxoethyl)methanesulfonamide Weigh 500mg a and 325mg pyridine dissolved in 10ml DCM,The temperature was lowered to 0 degree, and 470 mg of b.TLC was added dropwise to follow the reaction. After overnight, the reaction was completed, and the mixture was extracted with DCM, and washed twice with water to obtain an oil. c. Weigh c860 mg, d 1034 mg and K2CO31125 mg in 80 ml of acetonitrile for 2 h. Appropriate amount of EA extraction, washing twice, and concentrating the column to obtain Y111.
  • 18
  • [ 4284-51-9 ]
  • [ 145797-86-0 ]
  • N-(2-(7-bromo-3,4-dihydroisoquinolin-2(1H)-yl)-2-oxoethyl)-N-(4-chlorophenyl)methanesulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
80 mg With potassium carbonate In acetonitrile at 80℃; for 5h; 33.2 Step 2. The 2-bromo-1- (3,4-dihydroisoquinolin-2 (1H) -yl) ethan-1-one (462mg, 1.82mmol),N- (4-chlorophenyl) methanesulfonamide (450 mg, crude product) and anhydrous potassium carbonate (500 mg, 3.63 mmol) were added to acetonitrile (10 mL), and the reaction solution was heated at 80 ° C for 5 hours.The reaction was monitored by TLC.The reaction solution was cooled to room temperature, the reaction solution was poured into ice water, the organic phase was separated, and the aqueous phase was extracted with ethyl acetate,The combined organic phase was washed with water, washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated.The crude product was purified by silica gel column chromatography (petroleum ether / ethyl acetate = 4/1) to obtain the target product (80 mg, 12%) as a light yellow oil.
Recommend Products
Same Skeleton Products
Historical Records

Related Parent Nucleus of
[ 145797-86-0 ]

Tetrahydroisoquinolines

Chemical Structure| 207451-83-0

[ 207451-83-0 ]

1-(7-Methyl-3,4-dihydroisoquinolin-2(1H)-yl)ethanone

Similarity: 0.86

Chemical Structure| 14028-67-2

[ 14028-67-2 ]

1-(3,4-Dihydroisoquinolin-2(1H)-yl)ethanone

Similarity: 0.86

Chemical Structure| 1119453-05-2

[ 1119453-05-2 ]

2-Bromo-1-(3,4-dihydroisoquinolin-2(1H)-yl)butan-1-one

Similarity: 0.84

Chemical Structure| 207451-83-0

[ 207451-83-0 ]

1-(7-Methyl-3,4-dihydroisoquinolin-2(1H)-yl)ethanone

Similarity: 0.86

Chemical Structure| 14028-67-2

[ 14028-67-2 ]

1-(3,4-Dihydroisoquinolin-2(1H)-yl)ethanone

Similarity: 0.86