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[ CAS No. 68507-19-7 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 68507-19-7
Chemical Structure| 68507-19-7
Chemical Structure| 68507-19-7
Structure of 68507-19-7 * Storage: {[proInfo.prStorage]}
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Quality Control of [ 68507-19-7 ]

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Product Details of [ 68507-19-7 ]

CAS No. :68507-19-7 MDL No. :MFCD00017347
Formula : C8H7IO3 Boiling Point : -
Linear Structure Formula :- InChI Key :HNJSYSWRPCCSQI-UHFFFAOYSA-N
M.W : 278.04 Pubchem ID :624158
Synonyms :

Calculated chemistry of [ 68507-19-7 ]

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.12
Num. rotatable bonds : 2
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 52.61
TPSA : 46.53 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) : -5.86 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.81
Log Po/w (XLOGP3) : 3.01
Log Po/w (WLOGP) : 2.0
Log Po/w (MLOGP) : 2.21
Log Po/w (SILICOS-IT) : 2.18
Consensus Log Po/w : 2.24

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -3.7
Solubility : 0.0557 mg/ml ; 0.0002 mol/l
Class : Soluble
Log S (Ali) : -3.65
Solubility : 0.062 mg/ml ; 0.000223 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.85
Solubility : 0.395 mg/ml ; 0.00142 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 1.66

Safety of [ 68507-19-7 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P273-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H412 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 68507-19-7 ]

* 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 [ 68507-19-7 ]

[ 68507-19-7 ] Synthesis Path-Downstream   1~71

  • 1
  • [ 67-56-1 ]
  • [ 68507-19-7 ]
  • [ 35387-93-0 ]
  • 2
  • [ 64-17-5 ]
  • [ 68507-19-7 ]
  • [ 207115-38-6 ]
  • 3
  • [ 111-76-2 ]
  • [ 68507-19-7 ]
  • 3-iodo-4-methoxy-benzoic acid-(2-butoxy-ethyl ester) [ No CAS ]
  • 4
  • [ 68507-19-7 ]
  • 3-iodo-4-methoxy-benzoic acid-(2-ethoxy-ethyl ester) [ No CAS ]
  • 5
  • [ 50597-88-1 ]
  • [ 68507-19-7 ]
  • 6
  • 4,4'-dimethoxy-3,3'-triazenediyl-di-benzoic acid [ No CAS ]
  • [ 68507-19-7 ]
  • 7
  • 1-(3-dichloroiodanyl-4-methoxy-phenyl)-ethanone [ No CAS ]
  • [ 68507-19-7 ]
  • [ 79324-77-9 ]
  • 8
  • [ 315675-55-9 ]
  • [ 68507-19-7 ]
  • 9
  • [ 315675-55-9 ]
  • [ 68507-19-7 ]
  • [ 62-53-3 ]
  • 11
  • [ 100-09-4 ]
  • [ 68507-19-7 ]
YieldReaction ConditionsOperation in experiment
89% With N-iodo-succinimide; [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I); In dichloromethane; toluene; at 20℃; for 14h; General procedure: To a stirred solution of the substrate (1 mmol) in CH2Cl2 or (CH2Cl)2 (0.1 M) were added Ph3PAuNTf2 (0.025 mmol, 19 mg; complex Ph3PAuNTf2 toluene, 2:1) followed by N-iodosuccinimide (1.1 mmol, 248 mg). The resulting solution was stirred at r.t. or under reflux until complete conversion of the starting material. After removal of the solvent under reduced pressure, the crude material was purified by flash column chromatography using different gradients of hexanes and EtOAc to obtain the pure desired products.
  • 13
  • [ 7223-38-3 ]
  • [ 68507-19-7 ]
  • [ 156428-78-3 ]
  • 14
  • [ 68507-19-7 ]
  • [ 89893-95-8 ]
YieldReaction ConditionsOperation in experiment
32% With thionyl chloride; at 80℃; for 22h; <strong>[68507-19-7]3-iodo-4-methoxybenzoic acid</strong> (1.00 g, 7.19 mmol) was dissolved in SOCl2 (12.0 mL) and stirred at 80 C (22 h). Next, SOCl2 was removed in vacuo and azeotroped twice with benzene to give 57 (0.700 g, 2.36 mmol, 32%) as a white solid. 1H-NMR (400 MHz) CDC13: 8.50 (s, 1 H), 8.12-8.10 (d, 1 H), 6.88-6.86 (d, 1 H), 3.99 (s, 3 H); ,3C-NMR (100 MHz) CDC13: 165.1, 162.8, 141.9, 133.2, 126.3, 109.4, 85.2, 56.2.
With thionyl chloride; In chloroform; Methyl 3-iodo-4-methoxybenzoate (29.2 g, 0.1 mol) was suspended in EtOH (150 mL), the solution of NaOH (4.4 g, 0.11 mol) was added in one portion. The mixture was stirred and heated at 40C overnight, then cooled, diluted with water (400 mL). 3-Iodo-4-methoxybenzoic acid was precipitated with conc. HCl, filtered off, washed with cold water, and dried over P4O10. The acid was suspended in CHCl3 (150 mL), and SOCl2 (9.5 mL, 0.13 mmol) was added. The mixture was stirred overnight, then evaporated and the residue was distilled under reduced pressure to give the desired acid chloride as a solid (mp ca. 50C, bp 145-150C/1 Torr). Yield 18.2 g (61%).
With thionyl chloride; for 3h;Inert atmosphere; Reflux; A solution of thionyl chloride (2.0mL, 27.4mmol) and iodobenzoic acid (192mg, 0.691mmol) was heated to reflux under nitrogen. After 3 hours, the reaction solution was cooled to room temperature and concentrated to a colorless oil. The colorless oil was dissolved in p-xylenes (7.0mL). Pyridine (60mL, 0.75mmol) and 2-aminothiophenol (75mL, 0.69mmol) were then added and the solution was stirred at room temperature under nitrogen. A pale yellow precipitate formed in the flask. After 2 hours, p- toluenesulfonic acid hydrate (657mg, 3.454mmol) was added and the reaction mixture was heated to reflux. After 18 hours, the reaction mixture was cooled to room temperature and poured into EtOAc(30mL) and washed with brine (2x20mL) and water (30ml_). The organic layer was dried over Na2S0 , filtered and concentrated. The crude oil was purified via Combiflash Rf on Si02 using hexanes/EtOAc to afford 192mg (70%) of 2-(3-iodo-4-methoxyphenyl)benzo[d]thiazole as a colorless solid.
With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 20℃; for 3h; General procedure: To a solution of 3-iodo-4-methylbenzoic acid 5-1 (262mg, 1.0mmol) in dry DCM (10mL) at 0C was added oxalyl chloride (0.13mL, 1.5mmol) and 3 drops of dry DMF. The resulting reaction mixture was stirred at room temperature for 3h, and then the solvent was removed under reduced pressure. The crude product was used directly for the next step without further purification.
With thionyl chloride; for 6h;Reflux; A mixture of <strong>[68507-19-7]3-iodo-4-methoxybenzoic acid</strong> (0.50 g, 1.8 mmol )and thionyl chloride (10 mL) in 50 mL RB flask was refluxed for 6 h. Excess thionyl chloride was removed in vacuo and the residue was further connected to high vacuum until mass of the crude productremained constant. The crude product 3-iodo-4-methoxybenzoyl chloride, 15, was used in the next reaction without further purification.

  • 15
  • [ 7553-56-2 ]
  • [ 7782-68-5 ]
  • [ 100-09-4 ]
  • [ 68507-19-7 ]
  • 17
  • [ 861524-32-5 ]
  • KMnO4 [ No CAS ]
  • [ 68507-19-7 ]
  • 18
  • 1-(3-dichloroiodanyl-4-methoxy-phenyl)-ethanone [ No CAS ]
  • alkalies [ No CAS ]
  • [ 68507-19-7 ]
  • [ 79324-77-9 ]
  • 19
  • [ 64-17-5 ]
  • [ 68507-19-7 ]
  • C36H54O6Se2 [ No CAS ]
  • 4-methoxy-3-[4-(2-methoxy-ethoxymethoxy)-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-ylselanyl]-benzoic acid ethyl ester [ No CAS ]
  • 20
  • [ 68507-19-7 ]
  • 4-methoxy-3-[4-(2-methoxy-ethoxymethoxy)-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-ylselanyl]-benzoic acid [ No CAS ]
  • 21
  • [ 68507-19-7 ]
  • [ 3754-52-7 ]
  • 24
  • [ 68507-19-7 ]
  • [ 156428-79-4 ]
  • 25
  • [ 68507-19-7 ]
  • [ 166386-86-3 ]
  • 26
  • [ 68507-19-7 ]
  • [ 156428-80-7 ]
  • 27
  • [ 68507-19-7 ]
  • 3-(3-Dimethylamino-propyl)-N-(4-ethoxy-phenyl)-4-methoxy-benzamide [ No CAS ]
  • 28
  • [ 68507-19-7 ]
  • [ 156428-71-6 ]
  • 29
  • [ 68507-19-7 ]
  • 3-(3-Dimethylamino-propyl)-N-(4'-hydroxymethyl-2'-methyl-biphenyl-4-yl)-4-methoxy-benzamide [ No CAS ]
  • 30
  • [ 68507-19-7 ]
  • [ 156428-74-9 ]
  • 31
  • [ 68507-19-7 ]
  • 4'-[3-(3-Dimethylamino-propyl)-4-methoxy-benzoylamino]-2-methyl-biphenyl-4-carboxylic acid [ No CAS ]
  • 32
  • [ 529-28-2 ]
  • [ 68507-19-7 ]
  • 33
  • [ 68507-19-7 ]
  • [ 25015-63-8 ]
  • [ 269409-71-4 ]
YieldReaction ConditionsOperation in experiment
With triethylamine;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; at 80℃; for 8h; [00164] To 26.9 mg PdCl2(dppf).CH2Cl2 in a reaction tube under nitrogen were added 4 ml dioxane, 0.43 ml (3 mmol) triethylamine, 0.35 ml (2.4 mmol) pinacolborane and 277 mg (1.0 mmol) <strong>[68507-19-7]3-iodo-4-methoxybenzoic acid</strong>. The reaction solution was stirred at room temp. to ensure that all the phenolic groups had reacted with pinacolborane and the hydrogen evolved was flushed out of the reaction tube with argon. The reaction solution was warmed to 80 C. with stirring in an oil bath for 8 h. An aliquot (0.3 ml) was removed from the reaction solution, extracted into ethyl acetate, washed with dilute sulphuric acid and then several times with water and analysed by gc (fid detector, SGE HT5 capillary column). There was only one peak in the gc at retention time longer than that for <strong>[68507-19-7]3-iodo-4-methoxybenzoic acid</strong> and that was confirmed by gc/ms to be due to the desired arylboronic acid pinacol ester.
  • 34
  • [ 35387-93-0 ]
  • [ 68507-19-7 ]
YieldReaction ConditionsOperation in experiment
100% With hydrogenchloride; lithium hydroxide; In THF-MeOH-water; 3-Iodo-4-methoxybenzoic acid (26). Lithium hydroxide (72 mg, 1.71 mmol) was added to a mixture of methyl 3-iodo-4-methoxybenzoate (100 mg, 0.342 mmol) in 3.0 mL of a 3:1:1 THF-MeOH-water solution at room temperature. The mixture was stirred for eight hours in the dark and than diluted with H2O (2 mL). The solution was acidified to pH=2 by the dropwise addition of concentrated HCl. The solution was extracted twice with EtOAc (10 mL portions) and the combined organic layers dried (Na2SO4), filtered, and concentrated to afford acid 26 (95 mg, 100%) as a yellow solid that was suitable for use without further purification: 1H NMR (400 MHz, DMSO) delta 8.24 (d, J=2.0 Hz, 1H), 7.92 (dd, J=2.0, 8.7 Hz, 1H), 7.07 (d, J=8.7 Hz, 1H), 3.88 (s, 3H).
96.7% With ethanol; sodium hydroxide; In tetrahydrofuran; at 55℃; for 1h; Compound 37 (3.0 g, 10.27 mmol) was dissolved in THF (10 mL) and ethanol (10 mL). 2M sodium hydroxide solution (20 mL) was added. The resulting mixture was stirred at 55 C for 1 hour. About half of the solvent was distilled off under reduced pressure. Water (60 mL) was added. Adjust the pH value with dilute hydrochloric acid to 1 ~ 2. Extraction with ethyl acetate (40 mL x 3). The combined organic phases were washed with saturated brine (20 mL). Dried over anhydrous sodium sulfate.. The solvent was distilled off under reduced pressure to give 3-iodo-4-methoxybenzoic acid (38) (2.76 g). The yield was 96.7%.
76% With methanol; lithium hydroxide monohydrate; In tetrahydrofuran; water; at 20℃; Methyl 3-iodo-4-methoxybenzoate (2.92 g, 10 mmol) was dissolved in a mixture of THF (80 ml_), MeOH (10 ml_), and H2O (20 ml.) and treated with lithium hydroxide monohydrate (840 mg, 20 mmol). The reaction was stirred at room temperature overnight and then concentrated at reduced pressure. The remaining residue was diluted with 50 ml. of H2O and acidified to pH 4.0 with 1 N HCI. The resulting precipitate was collected by suction filtration. The collected precipitate was dried in a vacuum oven at 5O0C for 3 hours to yield 2.77 g (76%) of the carboxylic acid as a white solid. No additional purification of the carboxylic acid was required.
Methyl 3-iodo-4-methoxybenzoate (29.2 g, 0.1 mol) was suspended in EtOH (150 mL), the solution of NaOH (4.4 g, 0.11 mol) was added in one portion. The mixture was stirred and heated at 40C overnight, then cooled, diluted with water (400 mL). 3-Iodo-4-methoxybenzoic acid was precipitated with conc. HCl, filtered off, washed with cold water, and dried over P4O10. The acid was suspended in CHCl3 (150 mL), and SOCl2 (9.5 mL, 0.13 mmol) was added. The mixture was stirred overnight, then evaporated and the residue was distilled under reduced pressure to give the desired acid chloride as a solid (mp ca. 50C, bp 145-150C/1 Torr). Yield 18.2 g (61%).

  • 35
  • [ 862081-71-8 ]
  • [ 68507-19-7 ]
  • 3-methoxy-4-{6-methoxy-1-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-naphthalen-2-yl}-benzoic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium carbonate;palladium 10% on activated carbon; In ethanol; at 72℃; for 24h; Dissolve 6-methoxy-naphthalen-1-yl)- [4- (2-piperidin-1-yl-ethoxy)-phenyl]- methanone-2-boronic acid (433 mg. , 1.0 mmoles) and <strong>[68507-19-7]3-iodo-4-methoxybenzoic acid</strong> (556 mg. , 2.0 mmoles) in 8 ml of ethanol and add a slurry of 500 mg. of 10% palladium on carbon in 3 ml ethanol followed by 840 mg of sodium carbonate. Flush the vial with nitrogen and seal. Heat the mixture at 72 degrees for 24 hours. Cool, filter, wash the solid with ethanol and discard the solid. Purifty the filtrate on an SCX column, washing with methanol and eluting the product with 2N ammonia/methanol. Evaporate the solvent and purify on a silica column, eluting the impurities with a 0-10% methanol/methylene chloride gradient, then eluting the product with 20% methanol/methylene chloride to give 56 mg, 10%, of 3-methoxy-4- {6-methoxy-1- [4- (2-piperidin-1-yl-ethoxy)-benzoyl]- naphthalen-2-yl}-benzoic acid. Convert 3-methoxy-4- {6-methoxy-1- [4- (2-piperidin-1-yl-ethoxy)-benzoyl]- naphthalen-2-yl}-benzoic acid (56 mg) to the HCl salt and dissolve in methylene chloride. Chill the solution in ice and add excess boron tribromide in portions. Stir at 0 degrees for 1 hour, then at room temperature for 1 hour. Add a few drops of boron tribromide and stir for another 1/2hour. Quench the mixture with saturated sodium bicarbonate and wash the water layer with a solvent composed of a 3/1 mixture of chloroform/isopropanol. Adjust the pH of the water layer to 7 and extract with the organic solvent. Combine the organic layers, dry over 3a molecular sieves and evaporate to a solid. Purify on an SCX column, eluting with 2N ammonia/methanol to give 16 mg (30%) of the title compound.
  • 36
  • [ 68507-19-7 ]
  • [ 95-55-6 ]
  • [ 1004984-02-4 ]
  • 37
  • [ 915118-12-6 ]
  • [ 68507-19-7 ]
  • [ 1016950-87-0 ]
  • 38
  • [ 496-12-8 ]
  • [ 68507-19-7 ]
  • [ 1253291-31-4 ]
YieldReaction ConditionsOperation in experiment
65% A 50 ml_, round-bottom flask equipped with a magnetic stirbar was charged with 3-iodo-4- methoxybenzoic acid (500 mg, 1.97 mmol), HOBT (482 mg, 3.15 mmol) and EDC (567 mg, 2.96 mmol). The reagents were dissolved in 15 ml. CH2CI2 and the solution was allowed to stir for 15 min. Subsequently, isoindoline (0.447 ml_, 3.94 mmol) and TEA (0.819 ml_, 5.91 mmol) were added to the reaction vessel and the solution was allowed to stir for 5 h. Upon completion, the solvent was removed under reduced pressure and the residue was purified via flash chromatography on silica gel to afford 490 mg (65%) of the title compound.
  • 39
  • [ 100-09-4 ]
  • [ 696-62-8 ]
  • [ 68507-19-7 ]
  • 40
  • [ 100-09-4 ]
  • [ 28896-47-1 ]
  • [ 68507-19-7 ]
  • 41
  • [ 68507-19-7 ]
  • [ 1372125-73-9 ]
  • 42
  • [ 68507-19-7 ]
  • [ 93324-59-5 ]
  • 43
  • [ 68507-19-7 ]
  • [ 4559-70-0 ]
  • [ 1367551-66-3 ]
YieldReaction ConditionsOperation in experiment
57% With palladium on activated charcoal; potassium carbonate; In water; at 180℃; for 1h;Microwave irradiation; Standard conditions: iodobenzoic acid (0.55 mmol) , HP(0)Ph2, base, Pd/C, 0 (10 mL) , conventional heating, 100 C, 1 h. b 70 C.
  • 44
  • [ 68507-19-7 ]
  • C9H14O3 [ No CAS ]
  • [ 1393674-87-7 ]
YieldReaction ConditionsOperation in experiment
With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0℃;Inert atmosphere; General procedure: To a solution of the alcohol (1 equiv) in dried THF at 0 C under a nitrogen atmosphere was added the acid (1.5 equiv) and triphenylphosphine (1.7 equiv), respectively. Then diisopropyl azodicarboxylate (1.7 equiv) was added slowly. The reaction mixture was stirred overnight, quenched with saturated NaHCO3, concentrated, and extracted with ethyl acetate for three times. The combined organic phase was dried over Na2SO4, concentrated, and the residue was purified with column chromatography to give the substrate in 60-85% yield.
  • 45
  • [ 68507-19-7 ]
  • [ 1334317-95-1 ]
  • [ 1334317-56-4 ]
  • 46
  • [ 68507-19-7 ]
  • [ 700861-04-7 ]
  • 47
  • [ 68507-19-7 ]
  • [ 95-54-5 ]
  • [ 1437130-88-5 ]
YieldReaction ConditionsOperation in experiment
85% With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 20℃; for 24h;Inert atmosphere; PyBop (675mg, 1.297mmol) and DIPEA (0.3mL) was added to a 0C solution of diamine (127mg, 1.174mmol) and acid (360mg,.1.295mmol) in DMF (3.0mL) under nitrogen. The solution was slowly warmed to room temperature. After 24 hours, the reaction solution was poured into saturated aqueous NaHC03 (20mL) and extracted with EtOAc (2x20mL). The organic layer was washed with brine(2x20mL), dried over MgSO,, filtered and concentrated. The crude solid was purified on a Combiflash Rf using Si02 with CH2CI2/MeOH to afford 367mg (85%) of amide product as a white solid. A suspension of the amide (294mg, 0.779mmol) in AcOH (8.0mL) was heated to reflux. After 24 hours, the solution was cooled to room temperature and concentrated in vacuo to a tan solid. The crude solid was purified via Combiflash Rf using Si02 with CH2CI2/Me0H to afford 2-(3-iodo-4-methoxyphenyl)- 1 H-benzo[d]imidazole (193mg, 69%) as a colorless solid.
  • 48
  • [ 763111-47-3 ]
  • [ 68507-19-7 ]
  • 4-[3′-[4″-(3‴-iodo-4‴-methoxybenzoyl)piperazine-1″-carbonyl]-4′-fluorobenzyl]-2H-phthalazin-1-one [ No CAS ]
  • 49
  • [ 68507-19-7 ]
  • 7-(5,5-difluoropiperidin-3-yl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine [ No CAS ]
  • (3,3-difluoro-5-(5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-yl)piperidin-1-yl)(3-iodo-4-methoxyphenyl)methanone [ No CAS ]
YieldReaction ConditionsOperation in experiment
29% With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20℃; for 16h;Inert atmosphere; Example 9. (3 -Difluoro-5-(5-methyl-[l ,2,41triazolo[l ,5-alpyrimidin-7-yl)piperidin- l-yl)(3-iodo-4-methoxy hen l)methanone. To a solution of 7-(5,5-difluoropiperidin-3-yl)-5-methyl-[l ,2,4]triazolo[l,5- a]pyrimidine (35 mg, 0.10 mmol) in DCM (0.32 mL) was added TEA (15.94 mu, 0.1 1 mmol), <strong>[68507-19-7]3-iodo-4-methoxybenzoic acid</strong> (26.50 mg, 0.10 mmol), HOBt (17.51 mg, 0.1 1 mmol) and EDCI (21.92 mg, 0.1 1 mmol). The reaction was stirred at rt for 16 h. The crude reaction was filtered and the residue was purified by preparative reverse phase HPLC to afford the title compound (14 mg, 29%). 1H NMR (400 MHz, CDC13) delta = 8.58 (s, 1H), 7.95 (d, J = 1.96 Hz, 1H), 7.50 (dd, J = 8.41 , 2.15 Hz, 1H), 6.94 (br s, 1H), 6.86 (d, J = 8.61 Hz, 1H), 4.52 - 4.85 (m, 1H), 4.03 (br s, 2H), 3.88 - 3.99 (m, 3H), 3.23 - 3.58 (m, 2H), 2.65 - 2.76 (m, 5H), [M+H] = 514.1.
  • 50
  • [ 68507-19-7 ]
  • N-butyl-3-iodo-4-methoxybenzamide [ No CAS ]
  • 51
  • [ 68507-19-7 ]
  • C21H23F3IN3O2 [ No CAS ]
  • 52
  • [ 68507-19-7 ]
  • 3-(isoquinolin-4-ylethynyl)-4-methoxy-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)benzamide [ No CAS ]
  • 53
  • [ 68507-19-7 ]
  • [ 1352799-88-2 ]
  • (2-ethyl-5-fluorobenzofuran-3-yl)(3-iodo-4-methoxyphenyl)methanone [ No CAS ]
YieldReaction ConditionsOperation in experiment
70.8% Compound 38 (2.74 g, 9.85 mmol) was suspended in thionyl chloride (10 mL). DMF (3 drops) was added. The resulting mixture was stirred at 65 C for 5 hours. The solvent was distilled off under reduced pressure. Compound 17 (1.62 g, 9.86 mmol) and anhydrous dichloromethane (54 mL) were added. Tin tetrachloride (5.14 g, 19.73 mmol) was added under a water bath. After the addition, the resulting mixture was stirred overnight at room temperature. The reaction was poured into an appropriate amount of ice water. Extraction with ethyl acetate (50 mL x 3). Dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The product was purified by column chromatography (200-300 mesh silica gel, ethyl acetate: petroleum ether = 1: 100-1: 20) to give (2-ethyl-5-fluorobenzofuran-3-yl)(3-iodo-4-methoxyphenyl)methanone (39) (2.96 g). The yield was 70.8%.
  • 54
  • [ 15126-06-4 ]
  • [ 68507-19-7 ]
  • 55
  • [ 68507-19-7 ]
  • 5-(2-ethyl-5-fluorobenzofuran-3-carbonyl)-2-methoxybenzonitrile [ No CAS ]
  • 56
  • [ 68507-19-7 ]
  • 5-(2-ethyl-5-fluorobenzofuran-3-carbonyl)-2-hydroxybenzonitrile [ No CAS ]
  • 57
  • [ 68507-19-7 ]
  • 3-(4-(2-aminoethyl)-2,6-dibromophenoxy)-N,N-dimethylpropan-1-amine [ No CAS ]
  • C21H25Br2IN2O3 [ No CAS ]
  • 58
  • [ 4231-74-7 ]
  • [ 68507-19-7 ]
  • 3-iodo-4-methoxy-N'-methyl-N'-(pyridin-2-yl)benzohydrazide [ No CAS ]
  • 59
  • [ 4231-74-7 ]
  • [ 68507-19-7 ]
  • 5-iodo-6-methoxy-2-(methyl(pyridin-2-yl)amino)isoindoline-1,3-dione [ No CAS ]
  • 60
  • [ 68507-19-7 ]
  • [ 1253290-94-6 ]
  • 61
  • [ 68507-19-7 ]
  • 2-iodo-3-methoxy-11H-benzo[b]fluoren-11-one [ No CAS ]
  • 62
  • [ 68507-19-7 ]
  • N-[3-iodo-4-methoxybenzoyl]pyrrolidin-2-one [ No CAS ]
  • 63
  • [ 68507-19-7 ]
  • N-[4-methoxy-3-tributylstannylbenzoyl]pyrrolidin-2-one [ No CAS ]
  • 64
  • [ 68507-19-7 ]
  • 5-(3-iodo-4-methoxyphenyl)-N-(3-(pyrazin-2-yl)propyl)oxazole-4-carboxamide [ No CAS ]
  • 65
  • [ 68507-19-7 ]
  • N-(3-(5-fluoropyridin-3-yl)propyl)-5-(3-iodo-4-methoxyphenyl)oxazole-4-carboxamide [ No CAS ]
  • 66
  • [ 68507-19-7 ]
  • ethyl 5-(3-iodo-4-methoxyphenyl)oxazole-4-carboxylate [ No CAS ]
  • 67
  • [ 68507-19-7 ]
  • 5-(3-iodo-4-methoxyphenyl)oxazole-4-carboxylic acid [ No CAS ]
  • 68
  • [ 68507-19-7 ]
  • N-(3-(5-fluoropyridin-3-yl)propyl)-5-(4-hydroxy-3-iodophenyl)oxazole-4-carboxamide [ No CAS ]
  • 69
  • [ 68507-19-7 ]
  • 3-((2-amino-5-(1-methyl-1H-pyrazol-4-yl)pyridin-3-yl)ethynyl)-N-(3,5-dimethoxyphenyl)-4-methoxybenzamide [ No CAS ]
  • 70
  • [ 68507-19-7 ]
  • 3-((2-amino-5-bromopyridin-3-yl)ethynyl)-N-(3,5-dimethoxyphenyl)-4-methoxybenzamide [ No CAS ]
  • 71
  • [ 68507-19-7 ]
  • [ 10272-07-8 ]
  • N-(3,5-dimethoxyphenyl)-3-iodo-4-methoxybenzamide [ No CAS ]
Same Skeleton Products
Historical Records

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