Home Cart 0 Sign in  

[ CAS No. 1256544-32-7 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 1256544-32-7
Chemical Structure| 1256544-32-7
Structure of 1256544-32-7 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 1256544-32-7 ]

Related Doc. of [ 1256544-32-7 ]

Alternatived Products of [ 1256544-32-7 ]

Product Details of [ 1256544-32-7 ]

CAS No. :1256544-32-7 MDL No. :MFCD32012085
Formula : C16H9BrO Boiling Point : -
Linear Structure Formula :- InChI Key :BBLXKCGFKPLRQK-UHFFFAOYSA-N
M.W : 297.15 Pubchem ID :68040587
Synonyms :

Safety of [ 1256544-32-7 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1256544-32-7 ]

* 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 [ 1256544-32-7 ]

[ 1256544-32-7 ] Synthesis Path-Downstream   1~27

YieldReaction ConditionsOperation in experiment
With potassium carbonate; In 1-methyl-pyrrolidin-2-one; at 200℃; for 2h; General procedure: Compound A-2 (20.6 g, 65.0 mmol), dried NMP (300 ml), K2CO3 (18.0 g, 130 mmol) were sequentially added to the flask, followed by stirring at 200 C for 2 hours. After completion of the reaction, the solution was cooled to room temperature, toluene (2 L) was poured into a solution, and transferred to a separating funnel and washed with water. After the organic phase was dried over anhydrous magnesium sulfate, column chromatography was carried out using silica gel as a stationary phase to obtain intermediate A (12.5 g, 65%).
  • 2
  • [ 769-92-6 ]
  • [ 1256544-32-7 ]
  • C26H23NO [ No CAS ]
YieldReaction ConditionsOperation in experiment
45% With bis[tris( 1,1-dimethylethyl)phosphine]-palladium; sodium t-butanolate; In toluene;Reflux; Intermediate 2-10 was synthesized according to Scheme 18 below.To a 0.5 L flask in a nitrogen atmosphere was added 4- (tertbutyl) aniline (20.0 g, 0.134 mol), 3-bromonaphtho [2,3-b] benzofuran (37.9 g, 0.127 mol) and sodium tertbutoxide g, 0.335 mol) and bis (tri-tert-butylphosphine) palladium (0) (0.62 g, 1.21 mmol) were added to 200 mL of toluene and the mixture was refluxed and stirred.After the reaction was completed, the mixture was cooled to room temperature, extracted with toluene and water, and the water layer was removed. The mixture was treated with anhydrous magnesium sulfate and charcoal, and then filtered and concentrated under reduced pressure using celite-pad. The product was separated and purified by column chromatography, and recrystallized from toluene and n-hexane to obtain (22.0 g, 45% yield).
  • 3
  • [ 1256544-32-7 ]
  • [ 92-67-1 ]
  • C28H19NO [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% With tetrakis(triphenylphosphine) palladium(0); palladium diacetate; sodium t-butanolate; In toluene; at 80℃; for 8h;Inert atmosphere; 3.38 g (20 mmol) of p-aminobiphenyl, under an argon atmosphere, 5.94 g (20 mmol) of 9-bromo-dibenzo[2,1-B]furan, 3.84 g (40 mmol) of sodium t-butoxide dissolved in 200 ml of dehydrated toluene, 0.08 g (0.4 mmol) of palladium acetate and 0.1 g (0.4 mmol) of triphenylphosphine were added with stirring. The reaction was carried out at 80 C for 8 hours. After cooling, it was filtered through a celite/silica gel funnel. The filtrate is subjected to distillation under reduced pressure to remove the organic solvent. The obtained residue was recrystallized from toluene and dried to give 6.94 g (18 mmol) of Compound M-1. The yield was 90%.
  • 4
  • [ 1256544-32-7 ]
  • [ 3366-65-2 ]
  • C30H19NO [ No CAS ]
YieldReaction ConditionsOperation in experiment
17 g With palladium diacetate; triphenylphosphine; sodium t-butanolate; In toluene; at 80℃; for 8h;Inert atmosphere; Under argon atmosphere, 9.66g (50mmol) 2- phenanthryl amine, 14.86g (50mmol) 9- bromo - two-benzo [2,1-B] furan, 9.60g (100mmol) of tert-butanol Sodium was dissolved in 500 ml of dehydrated toluene, and 0.23 g(1 mmol) of palladium acetate and 0.20 g (1 mmol) of triphenylphosphinewere added under stirring, and the mixture wasreacted at 80 C for 8 hours.After cooling, it was filtered through a Celite/silica gel, and the filtrate was evaporated to remove organic solvent. The residue obtained was crystallized from toluene and dried to give 17.0 g(41.5 mmol) of Compound N4.
  • 5
  • [ 104115-76-6 ]
  • [ 1256544-32-7 ]
  • 6
  • [ 105931-73-5 ]
  • [ 1256544-32-7 ]
  • 7
  • [ 1256544-30-5 ]
  • [ 1256544-32-7 ]
  • 8
  • [ 1256544-31-6 ]
  • [ 1256544-32-7 ]
YieldReaction ConditionsOperation in experiment
65% With potassium carbonate; In 1-methyl-pyrrolidin-2-one; at 200℃; for 2h; Compound A2 (20.6 g, 65.0 mmol), dried NMP (300 ml), K2CO3 (18.0 g, 130 mmol) was sequentially added to the flask, followed by stirring at 200 C for 2 hours. After completion of the reaction, the solution was cooled to room temperature, toluene (2 L) was poured into a solution, and transferred to a separating funnel and washed with water. After the organic phase was dried over anhydrous magnesium sulfate, column chromatography was carried out using silica gel as a stationary phase.Compound Sub II-1 (12.5 g, 65%) was obtained.
  • 9
  • [ 1256544-32-7 ]
  • C17H14N2 [ No CAS ]
  • C33H22N2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
65% With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate; In toluene;Inert atmosphere; Reflux; Sonication; Compound Sub II-1 (11.1 g, 37.5 mmol), compound Sub III-1 (9.2 g, 37.5 mmol), t-BuONa (5.4 g, 56.25 mmol), Pd2 (dba) 3 were sequentially added to the round bottom flask. 0.686 g, 0.75 mmol) and ultrasonically deoxygenated toluene (200 mL), followed by the addition of P(t-Bu)3 (0.36 g, 1.8 mmol) dissolved in toluene (3 mL), refluxed overnight under nitrogen atmosphere. After the solution was cooled to room temperature, ethyl acetate and EtOAc was evaporated. Eluent, the crude product is subjected to column chromatography.Compound b1 (11.3 g, 65%) was obtained.
  • 10
  • [ 1256544-32-7 ]
  • 2-(dibenzo[g,p]chrysen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane [ No CAS ]
  • 3-(dibenzo[g,p]chrysen-2-yl)naphtho[2,3-b]benzofuran [ No CAS ]
YieldReaction ConditionsOperation in experiment
1 g With potassium phosphate; bis(di-tert-​butyl(4-​dimethylaminophenyl)​phosphine)​dichloropalladium(II); In 5,5-dimethyl-1,3-cyclohexadiene; tert-butyl alcohol; at 110℃; for 1h;Inert atmosphere; General procedure: In a nitrogen atmosphere, to 2-(dibenzo[g,p]chrysene-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.0 g), 2-bromonaphtho[2,3-b]benzofuran (0.63 g), potassium phosphate (0.9 g), xylene (10 ml), t-butyl alcohol (3 ml), and water (2 ml), tetrakis(triphenylphosphine) palladium (62 mg) was added. The resulting mixture was heated and stirred at 110 C. for one hour. The mixture was cooled to room temperature. Thereafter, water and ethyl acetate were added thereto, and the resulting mixture was stirred for a while. Thereafter, a precipitate was filtered. This solid was recrystallized from chlorobenzene to obtain a compound (0.83 g) represented by formula (2-401).The structure of the compound thus obtained was identified by NMR measurement.1H-NMR (CDCl3): δ=7.51 (t, 1H), 7.56 (t, 1H), 7.65-7.76 (m, 7H), 7.98-8.02 (m, 4H), 8.09 (d, 1H), 8.51 (d, 1H), 8.56 (s, 1H), 8.73-8.79 (m, 5H), 8.83 (d, 1H), 8.88 (dd, 1H), 9.02 (d, 1H).
  • 11
  • [ 1256544-32-7 ]
  • C47H27N3O [ No CAS ]
  • 12
  • [ 1256544-32-7 ]
  • C16H8BrIO [ No CAS ]
YieldReaction ConditionsOperation in experiment
With N-iodo-succinimide; In N,N-dimethyl-formamide; at 120℃; for 12h; dd 100mmol of <strong>[1256544-32-7]3-bromonaphtho[2,3-b]benzofuran</strong>, 300ml of DMF, NIS (N-iodosuccinimide) (100mmol) into the reaction flask, and react for 12h at 120C. After the reaction is completed, water is added, a solid is precipitated, and the intermediate M1 is obtained by filtration.
  • 13
  • [ 1256544-32-7 ]
  • C22H20BBrO3 [ No CAS ]
  • 14
  • [ 1256544-32-7 ]
  • C30H17BrN2O [ No CAS ]
  • 15
  • [ 17584-90-6 ]
  • [ 1256544-32-7 ]
  • C27H20O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
87.1% Add raw material 2 (47.2mmol) and 70ml THF into the reaction vessel, ventilate 3 times and lower the temperature to -78 C, Add n-BuLi (47.2mmol) under nitrogen atmosphere and stir for 2h, add raw material 1 (31.5mmol) and raise the temperature to 25 C, stir for 15h, After the reaction was completed, distilled water was then added to the reaction solution to quench the reaction, and the reaction solution was extracted with DCM. Then the organic layer was dried and extracted using magnesium sulfate, and the solvent was removed using a rotary evaporator, The solid was precipitated with DCM and PE (1:5) to obtain Intermediate 1 (10.8 g, yield 87.1%, MW: 314.11).
  • 16
  • [ 1256544-32-7 ]
  • C37H27N [ No CAS ]
  • C53H35NO [ No CAS ]
YieldReaction ConditionsOperation in experiment
64% With bis(tri-t-butylphosphine)palladium(0); sodium t-butanolate; In 5,5-dimethyl-1,3-cyclohexadiene; for 2h;Inert atmosphere; Reflux; In a nitrogen atmosphere, compound subB-1 (10 g, 20.6 mmol), compound sub5 (6.7 g, 22.7 mmol), sodium tert-butoxide (4 g, 41.2 mmol) was added to xylene (200 ml) and stirred and refluxed. .After this, bis(tri-tert-butylphosphine)palladium(0) (0.2 g, 0.4 mmol) was added.After 2 hours, the reaction was terminated, cooled to room temperature, and reduced pressure to remove the solvent.Thereafter, the compound was completely dissolved in chloroform again, washed twice with water, and the organic layer was separated, treated with anhydrous magnesium sulfate, filtered, and the filtrate was distilled under reduced pressure.The concentrated compound was purified by silica gel column chromatography to obtain compound 5 (9.2 g, yield 64%).
  • 17
  • [ 1256544-32-7 ]
  • C43H29N [ No CAS ]
  • C59H37NO [ No CAS ]
YieldReaction ConditionsOperation in experiment
55% With bis(tri-t-butylphosphine)palladium(0); sodium t-butanolate; In 5,5-dimethyl-1,3-cyclohexadiene; for 2h;Inert atmosphere; Reflux; In a nitrogen atmosphere, compound subC-2 (10 g, 17.9 mmol), compound sub5 (5.8 g, 19.7 mmol), and sodium tert-butoxide (3.4 g, 35.7 mmol) were added to xylene (200 ml) and stirred and refluxed. .After this, bis(tri-tert-butylphosphine)palladium(0) (0.2 g, 0.4 mmol) was added.After 2 hours, the reaction was terminated, cooled to room temperature, and reduced pressure to remove the solvent.Thereafter, the compound was completely dissolved in chloroform again, washed twice with water, and the organic layer was separated, treated with anhydrous magnesium sulfate, filtered, and the filtrate was distilled under reduced pressure.The concentrated compound was purified by silica gel column chromatography to obtain compound 21 (7.6 g, yield 55%).
  • 18
  • [ 1256544-32-7 ]
  • C19H14BNO2 [ No CAS ]
  • C35H21NO [ No CAS ]
YieldReaction ConditionsOperation in experiment
91.2% With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In ethanol; water; toluene; at 100℃; for 24h;Inert atmosphere; Pd (PPh3) 4 (0.25mmol), potassium carbonate (100mmol),Raw material C7 (50mmol) and raw material A7 (60mmol) were added to the reaction flask,Then add 600 mL of a mixture of toluene, ethanol and water (the volume ratio of toluene, ethanol and water is 300:150:150),Under nitrogen protection, the temperature was raised to 100C to react for 24 hours.After cooling down, a white powder precipitated, filtered with suction to obtain a white solid, dissolved in dichloromethane, and passed through a silica gel funnel.Compound 7 (21.50 g, yield: 91.2%, HPLC purity>99.9%) was obtained.
  • 19
  • [ 1256544-32-7 ]
  • [ 7293-45-0 ]
  • C50H31NO2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
68% With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate; In toluene;Reflux; Put 2.0g of <strong>[1256544-32-7]3-bromonaphtho[2,3-b]benzofuran</strong> (<strong>[1256544-32-7]3-bromonaphtho[2,3-b]benzofuran</strong>),0.9g of [1,1':4',1”-terphenyl]-4-amine ([1,1':4',1”-terphenyl]-4-amine), 1.0g of t-BuONa, After 0.3 g of Pd2(dba)3 and 0.2 ml of (t-Bu)3P were dissolved in 70 ml of toluene, reflux and stirring were performed. The reaction was confirmed by Thin Layer Chromatography (TLC), and the reaction was terminated after adding water. The organic layer was extracted with methylene chloride (MC, Methylene chloride) and recrystallized after filtration under reduced pressure, thereby obtaining 3.1 g of compound 42 (yield 68%).
  • 20
  • [ 1256544-32-7 ]
  • N,N-bis-(4-(2-naphthalenyl)phenyl)amine [ No CAS ]
  • C48H31NO [ No CAS ]
YieldReaction ConditionsOperation in experiment
70% With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate; In toluene;Reflux; Put 2.0g of <strong>[1256544-32-7]3-bromonaphtho[2,3-b]benzofuran</strong> (<strong>[1256544-32-7]3-bromonaphtho[2,3-b]benzofuran</strong>),2.8g of bis(4-(naphthalen-2-yl)phenyl)amine (bis(4-(naphthalen-2-yl)phenyl)amine), 1.0g of t-BuONa, 0.3g of Pd2(dba)3 , 0.3ml of (t-Bu)3P was dissolved in 80ml of toluene and then refluxed and stirred. The reaction was confirmed by Thin Layer Chromatography (TLC), and the reaction was terminated after adding water. The organic layer was extracted with methylene chloride (MC, Methylene chloride) and recrystallized after filtration under reduced pressure to obtain 3.0 g of compound 9 (yield 70%).
  • 21
  • [ 531-91-9 ]
  • [ 1256544-32-7 ]
  • [ 2459340-12-4 ]
YieldReaction ConditionsOperation in experiment
69% With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium tertiary butoxide In toluene Reflux; 1 Production Example 1: Synthesis of Compound 26 In a round bottom flask, 2.0 g of 3-bromonaphtho[2,3-b]benzofuran, 1.1 g of N4,N4'-diphenyl -[1,1'-biphenyl]-4,4'-diamine (N4,N4'-diphenyl-[1,1'-biphenyl]-4,4'-diamine), 1.0g of t-BuONa, 0.3 g of Pd2(dba)3 and 0.2 ml of (t-Bu)3P were dissolved in 70 ml of toluene, followed by reflux stirring. The reaction was confirmed by thin layer chromatography (TLC, Thin Layer Chroma toography), and the reaction was terminated after adding water. The organic layer was extracted with dichloromethane (MC, Methylene chloride) and recrystallized after filtration under reduced pressure, thereby obtaining 3.50 g of compound 26 (yield 69%).
  • 22
  • [ 20934-81-0 ]
  • [ 1256544-32-7 ]
  • [ 2678634-93-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: sodium tertiary butoxide; palladium diacetate; tri-tert-butyl phosphine / toluene / 2 h / Inert atmosphere; Reflux 2: sodium tertiary butoxide; palladium diacetate; tri-tert-butyl phosphine / toluene / 2 h / Inert atmosphere; Reflux
  • 23
  • [ 20934-81-0 ]
  • [ 1256544-32-7 ]
  • [ 2698394-04-4 ]
YieldReaction ConditionsOperation in experiment
With tri-tert-butyl phosphine; palladium diacetate; sodium tertiary butoxide In toluene for 2h; Inert atmosphere; Reflux; 1.1; 3.1 Synthesis of the intermediate C1 100ml of toluene solvent was added to the reaction bottle, and then 4-(2-benzoxazolium)aniline 2g, 3-bromobenzo[B]naphthalene [2,3-D] furan 4g and sodium tert-butanol were added; Palladium acetate was added 0.3g, and then nitrogen was inflated, and a toluene solution containing 0.3ml of tri-tert-butylphosphine was added; after repeated nitrogen inflation, reflux was carried out for 2 hours for the reaction; after the reaction was completed, the mixture was cooled to room temperature, filtered by diatomaceous earth to obtain filtrate; after concentration, methanol was added, standing recrystallization, filtration and washed with methanol to obtain a recrystallized solid, to obtain intermediate C1.
  • 24
  • [ 1256544-32-7 ]
  • [ 65847-34-9 ]
  • [ 2755852-95-8 ]
YieldReaction ConditionsOperation in experiment
With tri-tert-butyl phosphine; palladium diacetate; sodium tertiary butoxide In toluene for 2h; Inert atmosphere; Reflux; 6.1 Synthesis Example 6 When synthesizing intermediate C6, the raw material 4-(2-benzothiazolyl) aniline for synthesizing intermediate C2 in Synthesis Example 2 was replaced with 4-(1-phenylbenzimidazol-2-yl) aniline, and the other steps were the same as Synthesis Example 2 is the same.
  • 25
  • [ 1256544-32-7 ]
  • [ CAS Unavailable ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
17.41 g With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; XPhos In toluene Inert atmosphere; Reflux; 17 Preparation of Compound 10: General procedure: Under nitrogen protection, intermediate A-10 (17.24g, 35.00mmol), c-10 (9.82g, 35.00mmol), sodium tert-butoxide (6.25g, 65.00mmol) were added to 200ml of toluene, and added under stirring Pd2(dba)3 (0.37g, 0.40mmol), X-Phos (0.43g, 0.50mmol), the mixed solution of the above reactants was heated to reflux for 6h. After the reaction, cool to room temperature, add distilled water, extract with dichloromethane, let stand to separate the liquid, collect the organic layer and dry it with anhydrous magnesium sulfate, filter, distill under reduced pressure to concentrate the filtrate, cool down to crystallize, suction filter, and the obtained solid Recrystallized from toluene to obtain compound 10 (17.54 g), the purity of the solid detected by HPLC was ≥99.93%.
  • 26
  • [ 1256544-32-7 ]
  • [ 2829949-26-8 ]
  • [ 2662904-96-1 ]
YieldReaction ConditionsOperation in experiment
16.08 g With bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate; XPhos In toluene Inert atmosphere; Reflux; 41 Synthesis Example 41: Preparation of Compound 2-98 General procedure: Under the protection of argon, intermediate D-1 (11.10g, 31.50mmol), raw material e-1 (8.91g, 30mmol), sodium tert-butoxide (3.46g, 36.00mmol), three two Benzylidene acetone dipalladium (0.27g, 0.30mmol), 2-dicyclohexylphosphine-2,4,6-triisopropylbiphenyl (0.14g, 0.30mmol), was dissolved by adding 250ml of toluene, heated to reflux React for 5 hours. After the reaction, cool to room temperature, add distilled water, extract with dichloromethane, wash the organic phase with distilled water, dry over anhydrous magnesium sulfate, remove the solvent under reduced pressure, and recrystallize from toluene to obtain compound 2-3 (13.82g, yield 81 %), HPLC detection solid purity >= 99.97%.
  • 27
  • [ 104967-74-0 ]
  • [ 1256544-32-7 ]
  • [ 2922465-64-1 ]
YieldReaction ConditionsOperation in experiment
71 % With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene Reflux; 1 Synthesis Example 1: Synthesis of Compound 8 5.0 g of 3-bromobenzo[b]naphtho[2,3-d]furan in a round bottom flask,4-(quinolin-3-yl)aniline 1.9g, t-BuONa 2.0g, Pd2(dba)3 0.5g,After dissolving 0.1 ml of (t-Bu)3P in 200 ml of toluene, the mixture was stirred under reflux.The reaction was confirmed by TLC (Thin Layer Chromatography), and the reaction was terminated after adding water. The organic layer was extracted with Methylene chloride (MC), filtered under reduced pressure, and recrystallized to obtain 7.8 g of Compound 8. (yield 71%) was obtained.
Same Skeleton Products
Historical Records