Product Name

  • Name

    7-Bromoindole

  • EINECS
  • CAS No. 51417-51-7
  • Article Data41
  • CAS DataBase
  • Density 1.66 g/cm3
  • Solubility
  • Melting Point 41-44 °C(lit.)
  • Formula C8H6BrN
  • Boiling Point 316.9 °C at 760 mmHg
  • Molecular Weight 196.046
  • Flash Point 145.5 °C
  • Transport Information
  • Appearance Beige-yellowish or brownish crystalline powder
  • Safety 26-36-36/37/39-22-37/39
  • Risk Codes 36/37/38-20/21/22
  • Molecular Structure Molecular Structure of 51417-51-7 (7-Bromoindole)
  • Hazard Symbols IrritantXi,HarmfulXn
  • Synonyms 7-bromo indole;7-bromo-1H-indole;7-Bromoindole,7-Bromo-1H-indole;1H-Indole, 7-bromo;7-Bromo-indole;
  • PSA 15.79000
  • LogP 2.93040

Synthetic route

7-bromo-N-(4-toluenesulfonyl)-1H-indole
189266-03-3

7-bromo-N-(4-toluenesulfonyl)-1H-indole

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

Conditions
ConditionsYield
With formic acid; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 24h; Inert atmosphere; Sealed tube; Irradiation;87%
1-(2-amino-3-bromophenyl)-2-chloroethan-1-one
74798-64-4

1-(2-amino-3-bromophenyl)-2-chloroethan-1-one

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

Conditions
ConditionsYield
With sodium tetrahydroborate In 1,4-dioxane; water for 1h; Heating;84%
7-bromo-1-(pyrimidin-2-yl)-1H-indole

7-bromo-1-(pyrimidin-2-yl)-1H-indole

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

Conditions
ConditionsYield
With sodium ethanolate In ethanol; dimethyl sulfoxide at 90℃; for 5h; Sealed tube; Inert atmosphere;79%
(2-Bromo-6-trimethylsilanylethynyl-phenyl)-carbamic acid tert-butyl ester
187099-50-9

(2-Bromo-6-trimethylsilanylethynyl-phenyl)-carbamic acid tert-butyl ester

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 2h; Heating;77%
7-bromoisatin
20780-74-9

7-bromoisatin

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

Conditions
ConditionsYield
With potassium borohydride; dimethyl sulfate In toluene at -10 - -5℃; Inert atmosphere;74%
With borane-THF In tetrahydrofuran at 0 - 20℃; for 48h;32%
7-bromo-2,3-dihydroindole
62813-85-8

7-bromo-2,3-dihydroindole

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

Conditions
ConditionsYield
With salcomine; oxygen In methanol at 20℃; for 3h;73%
With salcomine In methanol for 11h; Ambient temperature;72%
With oxygen In N,N-dimethyl acetamide at 20℃; Schlenk technique; Irradiation;41%
2-nitrophenyl bromide
577-19-5

2-nitrophenyl bromide

vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

Conditions
ConditionsYield
In tetrahydrofuran at -45 - -40℃; for 25h;72%
In tetrahydrofuran at -45℃; for 0.583333h;72%
Stage #1: 2-nitrophenyl bromide; vinyl magnesium bromide In tetrahydrofuran at -40 - 0℃; for 2.5h; Inert atmosphere;
Stage #2: With hydrogenchloride; pivalaldehyde In tetrahydrofuran; water at 0℃; for 72h; Inert atmosphere;		70%
(S)-7-bromo-tryptophan
75816-19-2

(S)-7-bromo-tryptophan

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

Conditions
ConditionsYield
With dipotassium hydrogenphosphate; tryptophanase TnaA at 25℃; pH=7.4; Enzymatic reaction;63.2%
2-nitrophenyl bromide
577-19-5

2-nitrophenyl bromide

vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

A

2-oxoindole
59-48-3

2-oxoindole

B

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

Conditions
ConditionsYield
In tetrahydrofuran at -40℃;A 30%
B 62%
...Expand
2-nitrophenyl bromide
577-19-5

2-nitrophenyl bromide

vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

Conditions
ConditionsYield
In tetrahydrofuran at -70℃; for 3h; Cycloaddition;53%
7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-1H-indole
642494-37-9

7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-1H-indole

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

Conditions
ConditionsYield
With copper(ll) bromide In methanol; water at 80℃; for 4h;40%
[(E)-2-(3-Bromo-2-nitro-phenyl)-vinyl]-dimethyl-amine
105205-49-0

[(E)-2-(3-Bromo-2-nitro-phenyl)-vinyl]-dimethyl-amine

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

Conditions
ConditionsYield
With zinc In acetic acid at 85℃; for 2h;29%
7-bromo-1H-indole-2-carboxylic acid
16732-71-1

7-bromo-1H-indole-2-carboxylic acid

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

Conditions
ConditionsYield
With quinoline; copper(I) bromide at 250℃;
2,6-dibromoaniline
608-30-0

2,6-dibromoaniline

tributyl-((Z)-2-ethoxy-vinyl)-stannane
64724-29-4

tributyl-((Z)-2-ethoxy-vinyl)-stannane

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; tetraethylammonium chloride; oxalic acid 1.) MeCN, reflux, 4 h, 2.) MeCN, reflux, 3 h; Multistep reaction;
7-bromo-N-formylindoline
910808-42-3

7-bromo-N-formylindoline

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 94 percent / aq. NaOH / methanol / 0.5 h / 75 °C
2: 73 percent / salcomine; O2 / methanol / 3 h / 20 °C
View Scheme
1-indoline
496-15-1

1-indoline

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 94 percent / EDCI; pyridine / 24 h / 20 °C
2.1: trifluoroacetic acid; thallium trifluoroacetate / 11 h / 20 °C
2.2: 73 percent / CuBr2 / dimethylformamide / 2 h / 135 °C
3.1: 94 percent / aq. NaOH / methanol / 0.5 h / 75 °C
4.1: 73 percent / salcomine; O2 / methanol / 3 h / 20 °C
View Scheme
N-formylindoline
2861-59-8

N-formylindoline

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: trifluoroacetic acid; thallium trifluoroacetate / 11 h / 20 °C
1.2: 73 percent / CuBr2 / dimethylformamide / 2 h / 135 °C
2.1: 94 percent / aq. NaOH / methanol / 0.5 h / 75 °C
3.1: 73 percent / salcomine; O2 / methanol / 3 h / 20 °C
View Scheme
2-iodophenylamine
615-43-0

2-iodophenylamine

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 86 percent / tetrahydrofuran / 114 h / Heating
2: 95 percent / triethylamine, Pd(PPh3)2Cl2, CuI / 0.25 h / Ambient temperature
3: 1.) tert-butyllithium, 2.) 1,2-dibromoethane / 1.) Et2O, pentane, -20 deg C, 3 h, 2.) Et2O, pentane, -100 deg C to r.t., overnight
4: 77 percent / sodium ethoxide / ethanol / 2 h / Heating
View Scheme
2-bromo-N-(tert-butoxycarbonyl)aniline
78839-75-5

2-bromo-N-(tert-butoxycarbonyl)aniline

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 50 percent / triethylamine, Pd(PPh3)2Cl2, CuI / 13 h / 100 °C
2: 1.) tert-butyllithium, 2.) 1,2-dibromoethane / 1.) Et2O, pentane, -20 deg C, 3 h, 2.) Et2O, pentane, -100 deg C to r.t., overnight
3: 77 percent / sodium ethoxide / ethanol / 2 h / Heating
View Scheme
tert-butyl 2-iodophenylcarbamate
161117-84-6

tert-butyl 2-iodophenylcarbamate

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 95 percent / triethylamine, Pd(PPh3)2Cl2, CuI / 0.25 h / Ambient temperature
2: 1.) tert-butyllithium, 2.) 1,2-dibromoethane / 1.) Et2O, pentane, -20 deg C, 3 h, 2.) Et2O, pentane, -100 deg C to r.t., overnight
3: 77 percent / sodium ethoxide / ethanol / 2 h / Heating
View Scheme
2-bromoaniline
615-36-1

2-bromoaniline

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 89 percent / tetrahydrofuran / 91 h / Heating
2: 50 percent / triethylamine, Pd(PPh3)2Cl2, CuI / 13 h / 100 °C
3: 1.) tert-butyllithium, 2.) 1,2-dibromoethane / 1.) Et2O, pentane, -20 deg C, 3 h, 2.) Et2O, pentane, -100 deg C to r.t., overnight
4: 77 percent / sodium ethoxide / ethanol / 2 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: 1.) BCl4, AlCl3, 2.) 2 N HCl / 1.) C6H6, CH2Cl2, reflux, 3 h, 2.) C6H6, CH2Cl2, 80 deg C, 45 min
2: 84 percent / NaBH4 / dioxane; H2O / 1 h / Heating
View Scheme
Multi-step reaction with 3 steps
1.1: hydroxylamine hydrochloride; hydrogenchloride; sodium sulfate / water / 0.08 h / 20 °C
1.2: 4.25 h / 20 - 90 °C
2.1: sulfuric acid / 0.5 h / 50 - 65 °C
3.1: borane-THF / tetrahydrofuran / 48 h / 0 - 20 °C
View Scheme
Multi-step reaction with 4 steps
1: hydrogenchloride / water
2: sodium sulfate; hydroxylamine hydrochloride / water / 3 h / 35 - 85 °C
3: sulfuric acid / 0.08 h / 60 - 80 °C
4: potassium borohydride; dimethyl sulfate / toluene / -10 - -5 °C / Inert atmosphere
View Scheme
2-((trimethylsilyl)ethynyl)phenylaminocarboxylic acid tert-butyl ester
187099-49-6

2-((trimethylsilyl)ethynyl)phenylaminocarboxylic acid tert-butyl ester

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) tert-butyllithium, 2.) 1,2-dibromoethane / 1.) Et2O, pentane, -20 deg C, 3 h, 2.) Et2O, pentane, -100 deg C to r.t., overnight
2: 77 percent / sodium ethoxide / ethanol / 2 h / Heating
View Scheme
1-Acetyl-2,3-dihydro-1H-indole
16078-30-1

1-Acetyl-2,3-dihydro-1H-indole

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) thallium tris-trifluoroacetate (TTFA); 2.) CuBr2 / 1.) TFA, room temp., 3 h; 2.) DMF, room temp., 3 h
2: 96 percent / NaOH (40percent) / H2O; methanol / 0.5 h / Heating
3: 72 percent / salcomine / methanol / 11 h / Ambient temperature
View Scheme
1-acetyl-2,3-dihydro-7-bromoindole
114144-24-0

1-acetyl-2,3-dihydro-7-bromoindole

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 96 percent / NaOH (40percent) / H2O; methanol / 0.5 h / Heating
2: 72 percent / salcomine / methanol / 11 h / Ambient temperature
View Scheme
1-acetyl-2,3-dihydro-7-iodoindole
104682-95-3

1-acetyl-2,3-dihydro-7-iodoindole

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 14 percent / Et3N / Pd(OAc)2 / dimethylformamide / 0.5 h / 115 °C
2: 1.) thallium tris-trifluoroacetate (TTFA); 2.) CuBr2 / 1.) TFA, room temp., 3 h; 2.) DMF, room temp., 3 h
3: 96 percent / NaOH (40percent) / H2O; methanol / 0.5 h / Heating
4: 72 percent / salcomine / methanol / 11 h / Ambient temperature
View Scheme
Multi-step reaction with 4 steps
1: 14 percent / Et3N, methyl acrylate / Pd(OAc)2 / dimethylformamide / 0.5 h / 115 °C
2: 1.) thallium tris-trifluoroacetate (TTFA); 2.) CuBr2 / 1.) TFA, room temp., 3 h; 2.) DMF, room temp., 3 h
3: 96 percent / NaOH (40percent) / H2O; methanol / 0.5 h / Heating
4: 72 percent / salcomine / methanol / 11 h / Ambient temperature
View Scheme
1-bromo-3-methyl-2-nitro-benzene
52414-97-8

1-bromo-3-methyl-2-nitro-benzene

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyrrolidine / dimethylformamide / 110 °C
2: 29 percent / Zn / acetic acid / 2 h / 85 °C
View Scheme
ethyl 7-bromo-1H-indole-2-carboxylate
16732-69-7

ethyl 7-bromo-1H-indole-2-carboxylate

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ethanolic alkaline solution
2: copper (I)-bromide; quinoline / 250 °C
View Scheme
2-(2-bromo-phenylhydrazono)-propionic acid

2-(2-bromo-phenylhydrazono)-propionic acid

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: ethanolic H2SO4
2: polyphosphoric acid
3: ethanolic alkaline solution
4: copper (I)-bromide; quinoline / 250 °C
View Scheme
7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

o-fluorophenylboronic acid
1993-03-9

o-fluorophenylboronic acid

7-(2-FLUOROPHENYL)-1H-INDOLE
486447-30-7

7-(2-FLUOROPHENYL)-1H-INDOLE

Conditions
ConditionsYield
With sodium carbonate; lithium chloride; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane at 75℃; for 12h;100%
7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

tert-butyl 7-bromo-1H-indole-1-carboxylate

tert-butyl 7-bromo-1H-indole-1-carboxylate

Conditions
ConditionsYield
With dmap In acetonitrile at 20℃; for 72h;100%
With dmap; triethylamine In dichloromethane at 20℃; for 16h;90%
With dmap; triethylamine In dichloromethane at 0℃; for 0.666667h; Inert atmosphere;90%
With dmap In acetonitrile for 1h;38%
With dmap; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃;
7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

3,4-(methylenedioxy)-benzeneboronic acid
94839-07-3

3,4-(methylenedioxy)-benzeneboronic acid

7-(3,4-methylenedioxyphenyl)indole
173267-18-0

7-(3,4-methylenedioxyphenyl)indole

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; toluene for 96h; Heating;99%
7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

carbon monoxide
201230-82-2

carbon monoxide

N-[2-(4-fluorophenyl)ethyl]piperazine bis(hydrochloride salt)

N-[2-(4-fluorophenyl)ethyl]piperazine bis(hydrochloride salt)

(1H-indol-7-yl)-4-[2-(4-fluorophenethyl)]piperazin-1-yl-methanone

(1H-indol-7-yl)-4-[2-(4-fluorophenethyl)]piperazin-1-yl-methanone

Conditions
ConditionsYield
With 1,1'-bis-(diphenylphosphino)ferrocene; bis(benzonitrile)palladium(II) dichloride; triethylamine In toluene at 130℃; under 18751.5 Torr; for 20h;99%
...Expand
7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

isopropyl bromide
75-26-3

isopropyl bromide

7-bromo-1-isopropyl-1H-indole
1147014-66-1

7-bromo-1-isopropyl-1H-indole

Conditions
ConditionsYield
Stage #1: 7-bromo-1H-indole With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.75h;
Stage #2: isopropyl bromide In N,N-dimethyl-formamide for 18h;		99%
With potassium hydroxide In N,N-dimethyl-formamide at 20℃; for 2h;
Thiomorpholin
123-90-0

Thiomorpholin

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

4-(1H-indol-7-yl)thiomorpholine

4-(1H-indol-7-yl)thiomorpholine

Conditions
ConditionsYield
With [2-(2-aminoethyl)phenyl]-chloro-palladium di-tert-butyl-[2-(2,4,6-triisopropylphenyl)phenyl]phosphane; sodium t-butanolate In tetrahydrofuran at 85℃; for 12h; Inert atmosphere;98.79%
7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

benzyl bromide
100-39-0

benzyl bromide

1-benzyl-7-bromo-1H-indole
189634-91-1

1-benzyl-7-bromo-1H-indole

Conditions
ConditionsYield
Stage #1: 7-bromo-1H-indole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 0.5h;
Stage #2: benzyl bromide In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.0833333h;		98%
With potassium hydroxide In N,N-dimethyl-formamide at 20℃;88%
With sodium hydride In N,N-dimethyl-formamide at 20℃; Inert atmosphere;67.9%
7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

potassium (1-hexyn-1-yl)trifluoroborate

potassium (1-hexyn-1-yl)trifluoroborate

7-(1-hexyn-1-yl)indole

7-(1-hexyn-1-yl)indole

Conditions
ConditionsYield
With caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In tetrahydrofuran for 12h; Suzuki-Miyaura cross-coupling; Heating;97%
9-hydroxyxanthene
90-46-0

9-hydroxyxanthene

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

6-bromo-3-(9H-xanthen-9-yl)-1H-indole
1339113-09-5

6-bromo-3-(9H-xanthen-9-yl)-1H-indole

Conditions
ConditionsYield
With 1,3-dichloro-1,1,3,3-tetrabutylstannoxane In dichloromethane at 20℃; for 10h;97%
7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

benzalacetophenone
94-41-7

benzalacetophenone

3-(7-bromo-1H-indol-3-yl)-1,3-diphenylpropan-1-one

3-(7-bromo-1H-indol-3-yl)-1,3-diphenylpropan-1-one

Conditions
ConditionsYield
With toluene-4-sulfonic acid In acetonitrile at 50℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube;97%
7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

7-bromo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indole
408354-54-1

7-bromo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indole

Conditions
ConditionsYield
Stage #1: 7-bromo-1H-indole With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h;
Stage #2: (2-trimethylethylsilylethoxy)methyl chloride In N,N-dimethyl-formamide at 0℃; for 3h;		96%
Stage #1: 7-bromo-1H-indole With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h;
Stage #2: (2-trimethylethylsilylethoxy)methyl chloride In N,N-dimethyl-formamide at 0℃; for 3h;		96%
Stage #1: 7-bromo-1H-indole With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h;
Stage #2: (2-trimethylethylsilylethoxy)methyl chloride In N,N-dimethyl-formamide at 15℃; for 20h;		72.7%
7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

C17H18O5

C17H18O5

C24H20BrNO4

C24H20BrNO4

Conditions
ConditionsYield
In acetonitrile at 70℃; for 0.5h;95%
methanol
67-56-1

methanol

7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

7-bromo-3-methyl-1H-indole
86915-22-2

7-bromo-3-methyl-1H-indole

Conditions
ConditionsYield
With cobalt(II) tetrafluoroborate hexahydrate; tris(2-diphenylphosphinoethyl)phosphine; potassium carbonate at 100℃; for 24h; Autoclave; Glovebox; Inert atmosphere;95%
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; potassium tert-butylate at 140℃; for 17h;85%
With trimethylamine-N-oxide; tricarbonyl(η4-1,3-bis(trimethylsilyl)-4,5,6,7-tetrahydro-2H-inden-2-one)iron; potassium carbonate at 80℃; for 24h;82%
7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

benzaldehyde
100-52-7

benzaldehyde

3,3’-(phenylmethylene)bis(7-bromo-1H-indole)
1445721-28-7

3,3’-(phenylmethylene)bis(7-bromo-1H-indole)

Conditions
ConditionsYield
With 1,3-bis(mesityl)imidazolium chloride In dichloromethane at 20℃; for 1h; Schlenk technique;95%
7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

7-bromo-1 H-indole-3-carbaldehyde
115666-21-2

7-bromo-1 H-indole-3-carbaldehyde

Conditions
ConditionsYield
Stage #1: N,N-dimethyl-formamide With trichlorophosphate at 0℃; for 0.666667h;
Stage #2: 7-bromo-1H-indole at 0 - 20℃; for 5.5h;		94%
With trichlorophosphate93%
With trichlorophosphate at 0 - 20℃; for 6h; Vilsmeier-Haack reaction;89%
7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

1-phenylmethylpiperazine
2759-28-6

1-phenylmethylpiperazine

carbon monoxide
201230-82-2

carbon monoxide

4-benzylpiperazine-1-yl-(1H-indol-7-yl)methanone

4-benzylpiperazine-1-yl-(1H-indol-7-yl)methanone

Conditions
ConditionsYield
With 1,1'-bis-(diphenylphosphino)ferrocene; bis(benzonitrile)palladium(II) dichloride; triethylamine In toluene at 130℃; under 18751.5 Torr; for 20h;94%
...Expand
7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

4-(phenethyl)piperazine
5321-49-3

4-(phenethyl)piperazine

carbon monoxide
201230-82-2

carbon monoxide

1-(1H-indol-5-ylcarbonyl)-4-(2-phenylethyl)piperazine

1-(1H-indol-5-ylcarbonyl)-4-(2-phenylethyl)piperazine

Conditions
ConditionsYield
With 1,1'-bis-(diphenylphosphino)ferrocene; bis(benzonitrile)palladium(II) dichloride; triethylamine In toluene at 130℃; under 18751.5 Torr; for 20h;94%
...Expand
7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

cyclohexanone
108-94-1

cyclohexanone

product 16/fig. 2.
1092574-95-2

product 16/fig. 2.

Conditions
ConditionsYield
With triethylsilane; trichloroacetic acid In toluene at 70℃;94%
7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

1-bromomethyl-3-trifluoromethylbenzene
402-23-3

1-bromomethyl-3-trifluoromethylbenzene

7-bromo-1-[3-(trifluoromethyl)benzyl]-1H-indole
1207969-48-9

7-bromo-1-[3-(trifluoromethyl)benzyl]-1H-indole

Conditions
ConditionsYield
Stage #1: 7-bromo-1H-indole With potassium hydroxide In dimethyl sulfoxide for 0.5h;
Stage #2: 1-bromomethyl-3-trifluoromethylbenzene In dimethyl sulfoxide		94%
7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

methyl 3-hydroxy-1H-indole-2-carboxylate
31827-04-0

methyl 3-hydroxy-1H-indole-2-carboxylate

methyl-2-(7-bromo-1H-indol-3-yl)-3-oxoindoline-2-carboxylate
1305155-43-4

methyl-2-(7-bromo-1H-indol-3-yl)-3-oxoindoline-2-carboxylate

Conditions
ConditionsYield
With C44H58CuN2O2; oxygen In 1,2-dichloro-ethane at 50℃; for 22h; Sealed tube; Inert atmosphere;94%
With ammonium cerium (IV) nitrate; sodium hydrogencarbonate In acetonitrile at 0 - 20℃;66%
7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

3-Phenylpropenol
104-54-1

3-Phenylpropenol

7-cinnamylindole
1219637-86-1

7-cinnamylindole

Conditions
ConditionsYield
With [2,2]bipyridinyl; manganese; nickel(II) bromide 2-methoxyethyl ether complex; zirconium(IV) chloride In N,N-dimethyl acetamide at 20 - 35℃;94%
7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

3,7-dibromoindole
78225-48-6

3,7-dibromoindole

Conditions
ConditionsYield
With pyridinium hydrobromide perbromide In pyridine at 0℃;93%
7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

3,4-Dimethoxyphenylboronic acid
122775-35-3

3,4-Dimethoxyphenylboronic acid

7-(3,4-Dimethoxy-phenyl)-1H-indole
173267-21-5

7-(3,4-Dimethoxy-phenyl)-1H-indole

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; toluene for 96h; Heating;93%
7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

acetyl chloride
75-36-5

acetyl chloride

1-(7-bromo-1H-indol-3-yl)ethan-1-one
944086-09-3

1-(7-bromo-1H-indol-3-yl)ethan-1-one

Conditions
ConditionsYield
Stage #1: 7-bromo-1H-indole With diethylaluminium chloride In dichloromethane at 0℃; for 0.416667h;
Stage #2: acetyl chloride In dichloromethane at 0℃; for 1 - 3h;		93%
With tin(IV) chloride In toluene90%
Stage #1: 7-bromo-1H-indole With diethylaluminium chloride In hexane; dichloromethane at 0℃; for 0.5h; Inert atmosphere;
Stage #2: acetyl chloride In hexane; dichloromethane at 0℃; Inert atmosphere;
Stage #1: 7-bromo-1H-indole; acetyl chloride In toluene at 0℃; for 0.166667h;
Stage #2: With tin(IV) chloride In toluene for 12h;
With tin(IV) chloride In toluene at 0 - 20℃; for 2h;
7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

adrenosterone
382-45-6

adrenosterone

3-(7-bromo-1H-indol-3-yl)adrenosta-3,5-diene

3-(7-bromo-1H-indol-3-yl)adrenosta-3,5-diene

Conditions
ConditionsYield
With bismuth(lll) trifluoromethanesulfonate In methanol; acetonitrile at 80℃; for 24h;93%
7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

epichlorohydrin
106-89-8

epichlorohydrin

C11H10BrNO

C11H10BrNO

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; potassium hydroxide at 20℃;93%
7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

indole
120-72-9

indole

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In toluene at 110℃; for 12h;92%
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; cesium acetate; isopropyl alcohol at 100℃; Schlenk technique; Inert atmosphere;65%
7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

methyl iodide
74-88-4

methyl iodide

7-bromo-1-methylindole
280752-68-3

7-bromo-1-methylindole

Conditions
ConditionsYield
Stage #1: 7-bromo-1H-indole With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 1.75h; Inert atmosphere;
Stage #2: methyl iodide In tetrahydrofuran; mineral oil at 0 - 20℃; Inert atmosphere;		92%
Stage #1: 7-bromo-1H-indole With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 0.5h;
Stage #2: methyl iodide In tetrahydrofuran; mineral oil at 20℃; for 0.0833333h;		85%
Stage #1: 7-bromo-1H-indole With sodium hydride In tetrahydrofuran at 0℃; for 1h;
Stage #2: methyl iodide In tetrahydrofuran		85%
7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

C21H16BrN

C21H16BrN

Conditions
ConditionsYield
With phosphomolybdic acid In ethylenediamine at 60℃; for 1h;92%
7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

5-Hydroxy-2-pentanone
1071-73-4

5-Hydroxy-2-pentanone

3-(tetrahydro-2-methyl-2-furyl)-7-bromo-1H-indole

3-(tetrahydro-2-methyl-2-furyl)-7-bromo-1H-indole

Conditions
ConditionsYield
With tris(pentafluorophenyl)borate In 1,2-dichloro-ethane at 40℃;92%

7-Bromoindole Chemical Properties

IUPAC Name: 7-Bromo-1H-indole
Synonyms of 7-Bromoindole (CAS NO.51417-51-7): 7-Bromo-1h-indole ; Rarechem ah bs 0083 ; 7-Bromoindole98% ; 7-Bromoindole,97% ; 3-Cyano-7-chloro indole ; 7-Bromochromanone
CAS NO: 51417-51-7
Molecular Formula of 7-Bromoindole (CAS NO.51417-51-7): C8H6BrN
Molecular Weight: 196.0439
Molecular Structure:

Melting Point: 41-44 °C
ProductCategories: blocks;Bromides;IndolesOxindoles ; indole derivative ; Indoles and derivatives ; Halides ; Pyrroles & Indoles ; Indole ; Indoles ; Organohalides ; Simple Indoles ; Pyrroles & Indoles ; Halogenated Heterocycles ; Heterocyclic Building Blocks ; IndolesBuilding Blocks 
Polar Surface Area: 4.93 Å2
Index of Refraction: 1.711
Molar Refractivity: 46.21 cm3
Molar Volume: 118 cm3
Surface Tension: 54.8 dyne/cm
Density of 7-Bromoindole (CAS NO.51417-51-7): 1.66 g/cm3
Flash Point: 145.5 °C
Enthalpy of Vaporization: 53.61 kJ/mol
Boiling Point: 316.9 °C at 760 mmHg
Vapour Pressure: 0.000738 mmHg at 25°C

7-Bromoindole Safety Profile

Hazard Codes: IrritantXi,Xn
Risk Statements: 36/37/38-20/21/22 
R36/37/38: Irritating to eyes, respiratory system and skin. 
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36/37/39-22 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection. 
S22: Do not breathe dust.
WGK Germany: 3
HazardClass: IRRITANT

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