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Structure of 61995-52-6

Chemical Structure| 61995-52-6

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Product Details of [ 61995-52-6 ]

CAS No. :61995-52-6
Formula : C10H8BrNO
M.W : 238.08
SMILES Code : CC(=O)N1C=CC2=C1C=CC(Br)=C2
MDL No. :MFCD00238530
InChI Key :BOMKWHSZGCMFEG-UHFFFAOYSA-N
Pubchem ID :12318076

Safety of [ 61995-52-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H319
Precautionary Statements:P305+P351+P338

Application In Synthesis of [ 61995-52-6 ]

* 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 [ 61995-52-6 ]

[ 61995-52-6 ] Synthesis Path-Downstream   1~35

  • 1
  • [ 61995-52-6 ]
  • 2-Chlorpyran [ No CAS ]
  • 5-Bromo-3-(tetrahydro-pyran-2-yloxy)-indole-1-carboxylic acid methyl ester [ No CAS ]
  • 2
  • [ 61995-52-6 ]
  • 1-acetyl-5-bromo-3-hydroxy-2-methoxyindole [ No CAS ]
  • 1-acetyl-5-bromo-3-hydroxy-2-methoxyindole [ No CAS ]
  • 3
  • [ 67-56-1 ]
  • [ 61995-52-6 ]
  • [ 244169-09-3 ]
  • 6
  • [ 61995-52-6 ]
  • [ 244169-14-0 ]
  • 7
  • [ 61995-52-6 ]
  • [ 106698-07-1 ]
  • 8
  • [ 61995-52-6 ]
  • [ 25015-63-8 ]
  • [ 1040367-73-4 ]
  • 9
  • [ 10075-50-0 ]
  • [ 108-24-7 ]
  • [ 61995-52-6 ]
YieldReaction ConditionsOperation in experiment
66% With dmap; triethylamine; In 1,2-dichloro-ethane; at 20 - 60℃; for 8h; General procedure: Triethylamine (3.8 mmol, 1.5 equiv), acetic anhydride (9.6 mmol, 3.8 equiv) and DMAP(0.5 mmol, 0.2 equiv) were added at rt to a solution of 5-bromo-1H-indole (2.5 mmol, 1 equiv) in1,2 dichloroethane (10 mL). The solution was heated to 60 C for 8 h. When the reaction wascomplete [TLC (EtOAc/hexane 2:5)], the mixture was extracted with EtOAc (2 × 20 mL) andwashed with water (2 × 20 mL). The organic layer was separated, dried over anhydrous Na2SO4,filtered and the solvent removed under reduced pressure. The residue was purified by flashcolumn chromatography [silica gel (230-400 mesh; Merck), EtOAc/hexane 2:5].
  • 10
  • [ 61995-52-6 ]
  • [ 66003-76-7 ]
  • [ 1038998-08-1 ]
  • [ 54470-20-1 ]
  • 11
  • [ 61995-52-6 ]
  • [ 45842-10-2 ]
  • [ 98-80-6 ]
  • 1-[5-bromo-2-phenyl-3-(2,2,6,6-tetramethylpiperidin-1-yloxy)-2,3-dihydroindol-1-yl]ethanone [ No CAS ]
  • 12
  • [ 61995-52-6 ]
  • [ 629-27-6 ]
  • [ 1205585-98-3 ]
  • 13
  • [ 61995-52-6 ]
  • [ 100-66-3 ]
  • [ 1224728-84-0 ]
  • 14
  • [ 61995-52-6 ]
  • [ 91-52-1 ]
  • [ 1235306-61-2 ]
  • 15
  • [ 61995-52-6 ]
  • [ 64-19-7 ]
  • trans-1-acetyl-5-bromoindoline-2,3-diyl diacetate [ No CAS ]
  • 16
  • [ 61995-52-6 ]
  • [ 2969-81-5 ]
  • [ 576-15-8 ]
  • [ 2050-23-9 ]
  • [ 1365610-78-1 ]
  • C20H16N2O2 [ No CAS ]
  • [ 105-54-4 ]
  • 17
  • [ 61995-52-6 ]
  • [ 868-85-9 ]
  • [ 443311-42-0 ]
  • [ 37488-95-2 ]
  • 18
  • [ 61995-52-6 ]
  • [ 140-88-5 ]
  • [ 1403485-77-7 ]
  • 19
  • [ 61995-52-6 ]
  • [ 133745-75-2 ]
  • C22H17BrN2O5S2 [ No CAS ]
  • 20
  • [ 61995-52-6 ]
  • [ 16033-71-9 ]
  • [ 1512868-94-8 ]
  • 21
  • [ 61995-52-6 ]
  • [ 100-51-6 ]
  • C17H15NO [ No CAS ]
  • 22
  • [ 29559-27-1 ]
  • [ 61995-52-6 ]
  • 1-(5-(nitro(p-tolyl)methyl)-1H-indol-1-yl)ethan-1-one [ No CAS ]
  • 23
  • [ 104-93-8 ]
  • [ 61995-52-6 ]
  • 1-(5-bromo-2-(2-methoxy-5-methylphenyl)indolin-1-yl)ethan-1-one [ No CAS ]
  • 24
  • [ 61995-52-6 ]
  • [ 150-78-7 ]
  • 1-acetyl-2-(2,5-dimethoxyphenyl)-5-bromo-2,3-dihydro-1H-indole [ No CAS ]
  • 25
  • [ 61995-52-6 ]
  • 3'-(1-acetyl-1H-indol-5-yl)-1'-methylspiro[indene-2,2'-pyrrolidine]-1,3-dione [ No CAS ]
  • 26
  • [ 61995-52-6 ]
  • potassium vinyltrifluoroborate [ No CAS ]
  • [ 111083-49-9 ]
YieldReaction ConditionsOperation in experiment
78% With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; caesium carbonate; In N,N-dimethyl-formamide; at 90℃; for 18h;Inert atmosphere; General procedure: To a solution of N-alkyl bromoindole/indazoles (2, 2.4 mmol, 1 equiv) in DMF (5 mL) under anitrogen atmosphere was added CS2CO3 (7.2 mmol, 3 equiv), potassium vinyltrifluoroborate(4.8 mmol, 2 equiv) and PdCl2(dppf)CH2Cl2 adduct (0.24 mmol, 0.1 equiv). The reaction masswas heated to 90 C for 18 h. When the reaction was completed [TLC (EtOAc/hexane 2:5)], themixture was extracted with EtOAc (2 × 20 mL) and washed with water (2 × 20 mL). The organiclayer was dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. Theresidue was purified by flash column chromatography [silica gel (230-400 mesh; Merck),EtOAc/hexane 2:5].
  • 27
  • [ 61995-52-6 ]
  • 2'-(1-acetyl-1H-indol-5-yl)-1',2',5',6',7',7a'-hexahydrospiro[indene-2,3'-pyrrolizine]-1,3-dione [ No CAS ]
  • 28
  • [ 10075-50-0 ]
  • [ 108-05-4 ]
  • [ 61995-52-6 ]
YieldReaction ConditionsOperation in experiment
89% With sodium carbonate; In acetonitrile; at 120℃; for 24h;Schlenk technique; General procedure: A mixture of indole 1 (0.50 mmol), Na2CO3 (10.6 mg, 0.10 mmol, 20 mol%), and alkenyl carboxylate 2 (2.0 mmol, 4.0 equiv) in MeCN (3 mL) was added into a Schlenk flask (25 mL) and stirred at 120 C until completion of the reaction. Then the solvent was evaporated under reduced pressure and the residue was purified by column chromatography (petroleum ether/EtOAc 20:1 to 5:1) to afford the desired acylindoles 3 (Tables 2 and 3).
  • 29
  • [ 61995-52-6 ]
  • [ 22979-35-7 ]
  • methyl 2-acetyl-5-bromo-1-phenyl-1,1a,2,6b-tetrahydrocyclopropa[b]indole-1-carboxylate [ No CAS ]
  • 30
  • [ 61995-52-6 ]
  • [ 264882-03-3 ]
  • methyl-2-acetyl-5-bromo-1-(3-bromophenyl)-1,1a,2,6b-tetrahydrocyclopropa[b]indole-1-carboxylate [ No CAS ]
  • 31
  • [ 61995-52-6 ]
  • [ 637-59-2 ]
  • 1-(5-(3-phenylpropyl)-1H-indol-1-yl)ethan-1-one [ No CAS ]
  • 32
  • [ 61995-52-6 ]
  • [ 19158-51-1 ]
  • [ 766535-96-0 ]
  • 33
  • [ 61995-52-6 ]
  • [ 347885-68-1 ]
  • 1-(5-(1-tosylpiperidin-4-yl)-1H-indol-1-yl)ethan-1-one [ No CAS ]
  • 34
  • [ 108-05-4 ]
  • [ 61995-52-6 ]
  • [ 111083-49-9 ]
  • 35
  • [ 61995-52-6 ]
  • [ 18542-39-7 ]
  • 1-(5-bromo-2,3-bis(ethylthio)-1H-indol-1-yl)ethan-1-one [ No CAS ]
 

Historical Records

Technical Information

• Acyl Group Substitution • Alkyl Halide Occurrence • Baeyer-Villiger Oxidation • Barbier Coupling Reaction • Baylis-Hillman Reaction • Bucherer-Bergs Reaction • Chan-Lam Coupling Reaction • Clemmensen Reduction • Complex Metal Hydride Reductions • Corey-Bakshi-Shibata (CBS) Reduction • Corey-Chaykovsky Reaction • Fischer Indole Synthesis • General Reactivity • Grignard Reaction • Henry Nitroaldol Reaction • Hiyama Cross-Coupling Reaction • Horner-Wadsworth-Emmons Reaction • Hydride Reductions • Kinetics of Alkyl Halides • Kumada Cross-Coupling Reaction • Lawesson's Reagent • Leuckart-Wallach Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Passerini Reaction • Paternò-Büchi Reaction • Petasis Reaction • Peterson Olefination • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Amines • Prins Reaction • Reactions of Aldehydes and Ketones • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reactions of Dihalides • Reformatsky Reaction • Robinson Annulation • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Ketenes • Stille Coupling • Stobbe Condensation • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling • Tebbe Olefination • Ugi Reaction • Wittig Reaction • Wolff-Kishner Reduction

Categories

Related Functional Groups of
[ 61995-52-6 ]

Bromides

Chemical Structure| 177775-86-9

A362013 [177775-86-9]

1-(3-Bromo-9H-carbazol-9-yl)ethanone

Similarity: 1.00

Chemical Structure| 66417-73-0

A135463 [66417-73-0]

1-Acetyl-3-bromoindole

Similarity: 0.88

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A248648 [195253-49-7]

5-Bromo-1-ethyl-1H-indole

Similarity: 0.83

Chemical Structure| 114165-30-9

A116876 [114165-30-9]

1-(5-Bromo-3-hydroxy-1H-indol-1-yl)ethanone

Similarity: 0.81

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A423895 [1000343-32-7]

1-(5-Amino-7-bromo-1H-indol-1-yl)ethanone

Similarity: 0.81

Amides

Chemical Structure| 177775-86-9

A362013 [177775-86-9]

1-(3-Bromo-9H-carbazol-9-yl)ethanone

Similarity: 1.00

Chemical Structure| 66417-73-0

A135463 [66417-73-0]

1-Acetyl-3-bromoindole

Similarity: 0.88

Chemical Structure| 576-15-8

A240356 [576-15-8]

1-(1H-Indol-1-yl)ethanone

Similarity: 0.87

Chemical Structure| 100456-54-0

A276107 [100456-54-0]

1,1'-(Indolo[3,2-b]carbazole-5,11-diyl)diethanone

Similarity: 0.87

Chemical Structure| 53277-41-1

A105105 [53277-41-1]

1-(1H-Pyrrolo[3,2-c]pyridin-1-yl)ethanone

Similarity: 0.81

Related Parent Nucleus of
[ 61995-52-6 ]

Indoles

Chemical Structure| 66417-73-0

A135463 [66417-73-0]

1-Acetyl-3-bromoindole

Similarity: 0.88

Chemical Structure| 576-15-8

A240356 [576-15-8]

1-(1H-Indol-1-yl)ethanone

Similarity: 0.87

Chemical Structure| 195253-49-7

A248648 [195253-49-7]

5-Bromo-1-ethyl-1H-indole

Similarity: 0.83

Chemical Structure| 114165-30-9

A116876 [114165-30-9]

1-(5-Bromo-3-hydroxy-1H-indol-1-yl)ethanone

Similarity: 0.81

Chemical Structure| 1000343-32-7

A423895 [1000343-32-7]

1-(5-Amino-7-bromo-1H-indol-1-yl)ethanone

Similarity: 0.81