Product Name

  • Name

    7-Methylindole

  • EINECS 213-270-1
  • CAS No. 933-67-5
  • Article Data56
  • CAS DataBase
  • Density 1.0202
  • Solubility negligible
  • Melting Point 80-84 °C(lit.)
  • Formula C9H9N
  • Boiling Point 266 °C(lit.)
  • Molecular Weight 131.177
  • Flash Point 266°C
  • Transport Information
  • Appearance white to slightly beige shiny flakes
  • Safety 26-36-36/37/39
  • Risk Codes 36/37/38-36-21/22
  • Molecular Structure Molecular Structure of 933-67-5 (7-Methylindole)
  • Hazard Symbols HarmfulXn, IrritantXi
  • Synonyms 1H-Indole, 7-methyl- (9CI);Indole, 7-methyl- (8CI);7-methyl-1H-indole;7-Methylindol;Indole, 7-methyl-;1H-indole, 7-methyl-;7-Metylindole;
  • PSA 15.79000
  • LogP 2.47630

Synthetic route

2,3-dihydro-7-methylindole
65673-86-1

2,3-dihydro-7-methylindole

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

Conditions
ConditionsYield
With 6C44H32N6O4Ru(2+)*12Hf(2+)*8O(2-)*14HO(1-)*6C16H22ClCoN5O6(1-) In 2,2,2-trifluoroethanol; acetonitrile at 20℃; for 12h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; Irradiation;99%
With H8O20P8Pt2(4-)*4C34H72N(1+) In methanol Inert atmosphere; Irradiation;97%
With tris(bipyridine)ruthenium(II) dichloride hexahydrate; chloropyridinecobaloxime(III) In ethanol at 30℃; for 24h; Inert atmosphere; Schlenk technique; Irradiation;89%
7-methyl-1-pivaloylindole

7-methyl-1-pivaloylindole

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran; hexane at 40 - 45℃; for 40h;93%
With n-butyllithium; diisopropylamine In tetrahydrofuran; hexanes at -78 - 45℃; for 40h; Inert atmosphere;93%
7-methyl-1-tosylindoline

7-methyl-1-tosylindoline

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

Conditions
ConditionsYield
Stage #1: 7-methyl-1-tosylindoline In tetrahydrofuran at -78℃; for 2h;
Stage #2: With oxygen In tetrahydrofuran at 20℃;
84%
6-methyl-2-vinylaniline
210536-43-9

6-methyl-2-vinylaniline

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

Conditions
ConditionsYield
With p-benzoquinone; lithium chloride; dichloro bis(acetonitrile) palladium(II) In tetrahydrofuran for 10h; Heating;82%
triethanolamine hydrochloride
637-39-8

triethanolamine hydrochloride

o-toluidine
95-53-4

o-toluidine

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

Conditions
ConditionsYield
With triphenylphosphine; tin(ll) chloride; ruthenium trichloride In 1,4-dioxane; water at 180℃; for 20h; Cyclization;80%
With tin(ll) chloride; ruthenium trichloride; triphenylphosphine In 1,4-dioxane; water at 180℃; for 20h;80%
C9H8N2O4
1428257-94-6

C9H8N2O4

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

Conditions
ConditionsYield
With indium; acetic acid In benzene at 80℃; for 5h; Inert atmosphere;76%
7-methyl-1-(phenylsulfonyl)-1H-indole
130103-44-5

7-methyl-1-(phenylsulfonyl)-1H-indole

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

Conditions
ConditionsYield
With potassium hydroxide In methanol; 1,2-dimethoxyethane for 24h; Heating;75%
7-methyl-2-trimethylsilanyl-indole-1-carboxylic acid diethylamide
548775-76-4

7-methyl-2-trimethylsilanyl-indole-1-carboxylic acid diethylamide

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 12h; Heating;75%
1-methyl-2-nitrobenzene
88-72-2

1-methyl-2-nitrobenzene

vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

Conditions
ConditionsYield
In tetrahydrofuran at -45 - -40℃; Cyclization; Bartoli reaction;71%
In tetrahydrofuran at -40℃; for 0.333333h;67%
In tetrahydrofuran at -40℃; for 1h; Inert atmosphere;34%
1-(2-amino-3-methylphenyl)-2-chloroethan-1-one
109532-22-1

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

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

Conditions
ConditionsYield
With sodium tetrahydroborate In 1,4-dioxane; water for 2h; Heating;71%
2-oxo-propionic acid
127-17-3

2-oxo-propionic acid

2-methylphenylhydrazine
529-27-1

2-methylphenylhydrazine

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

Conditions
ConditionsYield
With phosphorus pentachloride; zinc(II) chloride for 0.0666667h; microwave irradiation;71%
1-methyl-2-nitrobenzene
88-72-2

1-methyl-2-nitrobenzene

vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

A

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

B

acetaldehyde
75-07-0

acetaldehyde

C

2,2'-dimethylazobenzene
584-90-7

2,2'-dimethylazobenzene

D

o-toluidine
95-53-4

o-toluidine

E

N,N'-Di-o-tolyl-diazene N-oxide
956-31-0, 51284-68-5, 116723-89-8

N,N'-Di-o-tolyl-diazene N-oxide

Conditions
ConditionsYield
In tetrahydrofuran at -40℃; for 0.333333h; other nitroarenes and vinyl Grignard reagents;A 67%
B n/a
C n/a
D 5%
E n/a
(E)-1-(3-methyl-2-nitrostyryl)pyrrolidine

(E)-1-(3-methyl-2-nitrostyryl)pyrrolidine

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

Conditions
ConditionsYield
Stage #1: (E)-1-(3-methyl-2-nitrostyryl)pyrrolidine With iron(III) chloride; pyrographite In methanol for 0.166667h; Heating;
Stage #2: With hydrazine hydrate In methanol for 3h; Heating; Further stages.;
67%
triethanolamine
102-71-6

triethanolamine

o-toluidine
95-53-4

o-toluidine

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

Conditions
ConditionsYield
With tin(ll) chloride; ruthenium trichloride; triphenylphosphine In 1,4-dioxane at 180℃; for 20h;66%
2-(2-tolylamino)ethan-1-ol
136-80-1

2-(2-tolylamino)ethan-1-ol

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

Conditions
ConditionsYield
With o-toluidine In acetonitrile64.3%
(2,6-Dimethyl-phenyl)-[2-(phenyl-hydrazono)-prop-(Z)-ylidene]-amine

(2,6-Dimethyl-phenyl)-[2-(phenyl-hydrazono)-prop-(Z)-ylidene]-amine

A

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

B

2,5-dimethylquinoxaline
26941-20-8

2,5-dimethylquinoxaline

C

{(R)-4-[1-Cyano-meth-(Z)-ylidene]-2,2-dimethyl-thietan-3-yl}-carbamic acid benzyl ester

{(R)-4-[1-Cyano-meth-(Z)-ylidene]-2,2-dimethyl-thietan-3-yl}-carbamic acid benzyl ester

D

2,8-dimethylquinoxaline
81576-25-2

2,8-dimethylquinoxaline

Conditions
ConditionsYield
at 650℃; under 0.01 Torr;A 62%
B 7%
C n/a
D 11%
(2,6-Dimethyl-phenyl)-[2-(phenyl-hydrazono)-prop-(Z)-ylidene]-amine

(2,6-Dimethyl-phenyl)-[2-(phenyl-hydrazono)-prop-(Z)-ylidene]-amine

A

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

B

2,7-dimethyl-1H-indole
5621-13-6

2,7-dimethyl-1H-indole

C

2,5-dimethylquinoxaline
26941-20-8

2,5-dimethylquinoxaline

D

2,8-dimethylquinoxaline
81576-25-2

2,8-dimethylquinoxaline

Conditions
ConditionsYield
at 650℃; under 0.01 Torr;A 62%
B 3%
C 7%
D 11%
7-bromo-1H-indole
51417-51-7

7-bromo-1H-indole

methyl p-toluene sulfonate
80-48-8

methyl p-toluene sulfonate

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

Conditions
ConditionsYield
With nickel(II) iodide; 4,4'-dimethyl-2,2'-bipyridines; tetra-(n-butyl)ammonium iodide; magnesium chloride; zinc In N,N-dimethyl acetamide at 20℃; for 12h; Inert atmosphere; Schlenk technique; Sealed tube;60%
1-methyl-2-nitrobenzene
88-72-2

1-methyl-2-nitrobenzene

vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

Conditions
ConditionsYield
In tetrahydrofuran at -45 - -40℃; Cyclization; Bartoli reaction;58%
7-methyl-1H-indole-2,3-dione
1127-59-9

7-methyl-1H-indole-2,3-dione

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

Conditions
ConditionsYield
With dimethylsulfide borane complex In tetrahydrofuran BH3*THF or LAH;55%
2-[(Z)-2,6-Dimethyl-phenylimino]-propionaldehyde O-methyl-oxime

2-[(Z)-2,6-Dimethyl-phenylimino]-propionaldehyde O-methyl-oxime

A

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

B

2,7-dimethyl-1H-indole
5621-13-6

2,7-dimethyl-1H-indole

C

2,5-dimethylquinoxaline
26941-20-8

2,5-dimethylquinoxaline

D

2,8-dimethylquinoxaline
81576-25-2

2,8-dimethylquinoxaline

Conditions
ConditionsYield
at 650℃; under 0.01 Torr;A 55%
B 5%
C 4%
D 17%
2,6-dimethylnitrobenzene
81-20-9

2,6-dimethylnitrobenzene

N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

Conditions
ConditionsYield
Stage #1: 2,6-dimethylnitrobenzene; N,N-dimethyl-formamide dimethyl acetal With pyrrolidine In 1,4-dioxane at 102℃; for 22h; Leimgruber-Batcho Indole Synthesis; Reflux; Inert atmosphere;
Stage #2: With hydrazine hydrate In 1,4-dioxane at 45℃; for 1h; Leimgruber-Batcho Indole Synthesis;
53%
7-methyl-1H-indole-5-carboxylic acid
180624-00-4

7-methyl-1H-indole-5-carboxylic acid

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

Conditions
ConditionsYield
With copper(I) oxide In quinoline at 230℃; for 4h; Decarboxylation;50%
1,1-dimethylethyl (3S,4S)-3,4-dihydroxy-4-(7-methyl-1H-indol-3-yl)-1-piperidinecarboxylate

1,1-dimethylethyl (3S,4S)-3,4-dihydroxy-4-(7-methyl-1H-indol-3-yl)-1-piperidinecarboxylate

A

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

B

1-dimethylethyl (3R)-3-hydroxy-4-(7-methyl-1H-indol-3-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate
1143455-52-0

1-dimethylethyl (3R)-3-hydroxy-4-(7-methyl-1H-indol-3-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate

Conditions
ConditionsYield
With potassium hydroxide In methanol at 70℃;A 48%
B 36%
(2,6-Dimethyl-phenyl)-[2-(phenyl-hydrazono)-eth-(Z)-ylidene]-amine

(2,6-Dimethyl-phenyl)-[2-(phenyl-hydrazono)-eth-(Z)-ylidene]-amine

A

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

B

5-methylquinoxaline
13708-12-8

5-methylquinoxaline

Conditions
ConditionsYield
at 650℃; under 0.01 Torr;A 32%
B 40%
at 650℃; under 0.01 Torr; Product distribution; Mechanism; also 15N labelled;
ethylene glycol
107-21-1

ethylene glycol

o-toluidine
95-53-4

o-toluidine

A

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

B

2-(2-tolylamino)ethan-1-ol
136-80-1

2-(2-tolylamino)ethan-1-ol

C

1,2-bis[(2-methylphenyl)amino]ethane
94-92-8

1,2-bis[(2-methylphenyl)amino]ethane

D

1,4-di-o-tolyl-piperazine
3367-47-3

1,4-di-o-tolyl-piperazine

Conditions
ConditionsYield
With palladium on activated charcoal; zinc(II) oxide In water at 150℃; for 24h; Sealed tube;A 20%
B 28%
C n/a
D n/a
3-acetoxy-1-acetyl-7-methyl-indole

3-acetoxy-1-acetyl-7-methyl-indole

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

Conditions
ConditionsYield
With calcium hydroxide; kieselguhr; water; nickel at 30 - 40℃; under 132391 Torr; Hydrogenation;
7,7'-Dimethyl-2,3-dihydro-1H,1'H-[2,3']biindolyl

7,7'-Dimethyl-2,3-dihydro-1H,1'H-[2,3']biindolyl

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

Conditions
ConditionsYield
at 225 - 240℃; Vakuum;
2,6-dimethylphenyl isonitrile
119072-54-7, 2769-71-3

2,6-dimethylphenyl isonitrile

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

Conditions
ConditionsYield
With n-butyllithium; diisopropylamine Yield given. Multistep reaction;
Ru(H)2(1,2-bis(dimethylphosphino)ethane)2 In benzene-d6 at 140℃; for 25h; in a sealed tube;98 % Spectr.
7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

methyl iodide
74-88-4

methyl iodide

1,7-dimethyl-1H-indole
5621-16-9

1,7-dimethyl-1H-indole

Conditions
ConditionsYield
Stage #1: 7-methyl-1H-indole With sodium hydride In DMF (N,N-dimethyl-formamide) at 20℃; for 0.25h;
Stage #2: methyl iodide In DMF (N,N-dimethyl-formamide) at 30℃; for 1h;
100%
With sodium hydroxide In dimethyl sulfoxide at 20℃;99%
Stage #1: 7-methyl-1H-indole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; Inert atmosphere;
Stage #2: methyl iodide In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; Inert atmosphere;
97%
7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

2,3-dihydro-7-methylindole
65673-86-1

2,3-dihydro-7-methylindole

Conditions
ConditionsYield
Stage #1: 7-methyl-1H-indole With sodium cyanoborohydride; acetic acid In N,N-dimethyl-formamide at 20℃; for 2h;
Stage #2: With water; sodium hydroxide In N,N-dimethyl-formamide
99%
With tetrahydroxydiboron; palladium on activated carbon In 2,2,2-trifluoroethanol; water at 40℃; for 24h; Schlenk technique;99%
With sodium cyanoborohydride In acetic acid; ethyl acetate94%
7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

1,1,1-trifluoroacetophenone
434-45-7

1,1,1-trifluoroacetophenone

(R)-2,2,2-trifluoro-1-(7-methyl-1H-indol-3-yl)-1-phenylethanol
1160936-85-5

(R)-2,2,2-trifluoro-1-(7-methyl-1H-indol-3-yl)-1-phenylethanol

Conditions
ConditionsYield
With (S)-3,3'-bis(2,4,6-tri-iso-propylphenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate In dichloromethane at 25℃; for 48h; optical yield given as %ee; enantioselective reaction;99%
7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

glyoxylic acid ethyl ester
924-44-7

glyoxylic acid ethyl ester

hydroxy-(7-methyl-1H-indol-3-yl)-acetic acid ethyl ester

hydroxy-(7-methyl-1H-indol-3-yl)-acetic acid ethyl ester

Conditions
ConditionsYield
With cupreidine 9-O-(4-(perfluoro-n-octyl)benzyl) ether In 1,1,1,3,3-pentafluorobutane; toluene at 20℃; for 1h; Friedel-Crafts alkylation; Inert atmosphere; optical yield given as %ee; enantioselective reaction;99%
Stage #1: 7-methyl-1H-indole With C43H64N4O4; scandium tris(trifluoromethanesulfonate); ortho-chlorobenzoic acid In dichloromethane at 30℃; for 1h; Inert atmosphere;
Stage #2: glyoxylic acid ethyl ester In dichloromethane at -20℃; for 12h; Friedel Crafts alkylation; Inert atmosphere; optical yield given as %ee; enantioselective reaction;
90%
7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

methyl 4-phenyl-2-oxo-3-butenoate
107969-78-8, 6395-86-4

methyl 4-phenyl-2-oxo-3-butenoate

4-(7-methylindol-3-yl)-2-oxo-4-phenylbutyric acid methyl ester

4-(7-methylindol-3-yl)-2-oxo-4-phenylbutyric acid methyl ester

Conditions
ConditionsYield
With C35H48N4O4; samarium(III) trifluoromethanesulfonate In dichloromethane at -20℃; for 27h; asymmetric Friedel-Crafts alkylation; Inert atmosphere; optical yield given as %ee;99%
7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

ethyl-3,3,3-trifluoropyruvate
13081-18-0

ethyl-3,3,3-trifluoropyruvate

3,3,3-trifluoro-2-hydroxy-2-(7-methyl-1H-indol-3-yl)-propionic acid ethyl ester
1262999-81-4

3,3,3-trifluoro-2-hydroxy-2-(7-methyl-1H-indol-3-yl)-propionic acid ethyl ester

Conditions
ConditionsYield
Stage #1: 7-methyl-1H-indole With C33H52N4O4; zinc trifluoromethanesulfonate In dichloromethane at 35℃; for 0.5h;
Stage #2: ethyl-3,3,3-trifluoropyruvate In dichloromethane at 0℃; for 0.5h; Friedel Crafts alkylation; optical yield given as %ee; enantioselective reaction;
99%
With (3aR,11aR,14aS,16bS)-2,2,13,13-tetra-isopropyl-3a,11a,14a,16b-tetrahydro-bis(1,3-dioxolano[4',5':3,4]pyrrolo)[1,2-a:1',2'-a]naphtho[1,2-d:8,7-d']diimidazole; copper(II) bis(trifluoromethanesulfonate) at 0℃; for 1h; Friedel-Crafts Alkylation; Inert atmosphere; Schlenk technique; stereoselective reaction;97.6%
7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

ethyl-3,3,3-trifluoropyruvate
13081-18-0

ethyl-3,3,3-trifluoropyruvate

3,3,3-trifluoro-2-hydroxy-2-(7-methyl-1H-indol-3-yl)-propionic acid ethyl ester
1179934-54-3

3,3,3-trifluoro-2-hydroxy-2-(7-methyl-1H-indol-3-yl)-propionic acid ethyl ester

Conditions
ConditionsYield
In 1,1,1,3,3-pentafluorobutane at 20℃; for 0.5h; Inert atmosphere;99%
With triethylamine In dichloromethane at 0℃; Friedel Crafts alkylation;
With copper(II) bis(trifluoromethanesulfonate) In chloroform at 25℃; for 16h; Friedel-Crafts Alkylation; Inert atmosphere; Schlenk technique;
7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

glyoxylic acid ethyl ester
924-44-7

glyoxylic acid ethyl ester

hydroxy-(7-methyl-1H-indol-3-yl)-acetic acid ethyl ester

hydroxy-(7-methyl-1H-indol-3-yl)-acetic acid ethyl ester

Conditions
ConditionsYield
With cupreine 9-O-(4-(perfluoro-n-octyl)benzyl) ether In 1,1,1,3,3-pentafluorobutane; toluene at 20℃; for 1h; Friedel-Crafts alkylation; Inert atmosphere; optical yield given as %ee; enantioselective reaction;99%
7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

dimethyl 2-(2,2,2-trifluoroethylidene)malonate
170564-83-7

dimethyl 2-(2,2,2-trifluoroethylidene)malonate

dimethyl (R)-2-(2,2,2-trifluoro-1-(7-methyl-1H-indol-3-yl)ethyl)malonate
1275518-06-3

dimethyl (R)-2-(2,2,2-trifluoro-1-(7-methyl-1H-indol-3-yl)ethyl)malonate

Conditions
ConditionsYield
Stage #1: dimethyl 2-(2,2,2-trifluoroethylidene)malonate With copper(II) bis(trifluoromethanesulfonate); 2,2-bis[(4S)-4-isopropyloxazolin-2-yl]propane In diethyl ether at 20℃; for 0.333333h; Inert atmosphere;
Stage #2: 7-methyl-1H-indole In diethyl ether at -35℃; for 10h; Friedel-Crafts alkylation; Inert atmosphere; optical yield given as %ee; enantioselective reaction;
99%
7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

1-methoxymethyl-7-methylindole
1322763-47-2

1-methoxymethyl-7-methylindole

Conditions
ConditionsYield
Stage #1: 7-methyl-1H-indole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 0.5h; Inert atmosphere;
Stage #2: chloromethyl methyl ether In N,N-dimethyl-formamide; mineral oil for 1h; Inert atmosphere;
99%
7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

diethyl benzalmalonate
5292-53-5

diethyl benzalmalonate

(S)-ethyl 2-ethoxycarbonyl-3-[3-(7-methylindolyl)]-3-phenylpropanoate
668463-75-0

(S)-ethyl 2-ethoxycarbonyl-3-[3-(7-methylindolyl)]-3-phenylpropanoate

Conditions
ConditionsYield
Stage #1: diethyl benzalmalonate With 1,1-bis[(S)-4-benzyloxazolin-2-yl]-2,2-diphenylethene; copper(II) bis(trifluoromethanesulfonate) In ethanol at 20℃; for 0.5h; Friedel-Crafts alkylation; Inert atmosphere;
Stage #2: 7-methyl-1H-indole In ethanol at 20℃; for 24h; Friedel-Crafts alkylation; Inert atmosphere; optical yield given as %ee; enantioselective reaction;
99%
7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

C11H10N2O4
1436859-42-5

C11H10N2O4

5-methoxy-1-methyl-3-(7-methyl-1H-indol-3-yl)-3-(nitromethyl)indolin-2-one

5-methoxy-1-methyl-3-(7-methyl-1H-indol-3-yl)-3-(nitromethyl)indolin-2-one

Conditions
ConditionsYield
With 1,1,1,3',3',3'-hexafluoro-propanol; 6-bromo-2-(((((4S,5S)-4,5-diphenyl-1-tosyl-4,5-dihydro-1H-imidazol-2-yl)methyl)((S)-1-phenylethyl)amino)methyl)-4-nitrophenol; copper(I) triflate In toluene at 20℃; for 7h; Friedel-Crafts Alkylation; Inert atmosphere; enantioselective reaction;99%
7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

C11H10N2O3
1436859-40-3

C11H10N2O3

1,5-dimethyl-3-(7-methyl-1H-indol-3-yl)-3-(nitromethyl)indolin-2-one

1,5-dimethyl-3-(7-methyl-1H-indol-3-yl)-3-(nitromethyl)indolin-2-one

Conditions
ConditionsYield
With 1,1,1,3',3',3'-hexafluoro-propanol; 6-bromo-2-(((((4S,5S)-4,5-diphenyl-1-tosyl-4,5-dihydro-1H-imidazol-2-yl)methyl)((S)-1-phenylethyl)amino)methyl)-4-nitrophenol; copper(I) triflate In toluene at 20℃; for 1h; Friedel-Crafts Alkylation; Inert atmosphere; enantioselective reaction;99%
7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

ethyl 5-methyl-2-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-3-carboxylate
1533443-74-1

ethyl 5-methyl-2-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-3-carboxylate

ethyl (R)-5-methyl-3-(7-methyl-1H-indol-3-yl)-2-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-3-carboxylate
1533444-40-4

ethyl (R)-5-methyl-3-(7-methyl-1H-indol-3-yl)-2-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-3-carboxylate

Conditions
ConditionsYield
With C38H33O4P In toluene at -78℃; for 5h; enantioselective reaction;99%
pyrrolidine
123-75-1

pyrrolidine

7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

4-cyanobenzaldehyde
105-07-7

4-cyanobenzaldehyde

4-((7-methyl-1H-indol-3-yl)(pyrrolidin-1-yl)methyl)benzonitrile
1634687-10-7

4-((7-methyl-1H-indol-3-yl)(pyrrolidin-1-yl)methyl)benzonitrile

Conditions
ConditionsYield
In methanol at 30℃; for 72h;99%
7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

celastrol
34157-83-0

celastrol

(2R,4aS,6aS,12bR,14aS,14bR)-10,11-dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-8-(7-methyl-1H-indol-3-yl)-1,2,3,4,4a,5,6,6a,8,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylic acid

(2R,4aS,6aS,12bR,14aS,14bR)-10,11-dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-8-(7-methyl-1H-indol-3-yl)-1,2,3,4,4a,5,6,6a,8,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylic acid

Conditions
ConditionsYield
With aluminium(III) chloride hexahydrate In dichloromethane at 20℃; for 3h; Friedel-Crafts Alkylation; Sealed tube;99%
With scandium tris(trifluoromethanesulfonate) In dichloromethane at 20℃; for 24h; Friedel-Crafts Alkylation;
7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

(2-nitroethenyl)benzene
102-96-5

(2-nitroethenyl)benzene

7-methyl-3-(2-nitro-1-phenylethyl)-1H-indole
1455513-15-1

7-methyl-3-(2-nitro-1-phenylethyl)-1H-indole

Conditions
ConditionsYield
With 2,6-bis(2,2-dimethylpropionylamino)benzoic acid In chloroform at 40℃; for 24h; Friedel-Crafts Alkylation;99%
7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

ammonium thiocyanate
1147550-11-5

ammonium thiocyanate

7-methyl-3-thiocyanato-1H-indole
1112908-23-2

7-methyl-3-thiocyanato-1H-indole

Conditions
ConditionsYield
With oxygen In tetrahydrofuran at 25℃; under 750.075 Torr; for 7h; Irradiation;99%
With copper(II) choride dihydrate; oxygen In ethanol at 20℃; for 24h; Irradiation;93%
With TiO2/MoS2 In acetonitrile at 20℃; for 16h; Irradiation;90%
7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

dibenz[b,f][1,4]oxazepine
257-07-8

dibenz[b,f][1,4]oxazepine

2-(2-(bis(7-methyl-1H-indol-3-yl)methyl)phenoxy)aniline

2-(2-(bis(7-methyl-1H-indol-3-yl)methyl)phenoxy)aniline

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃; for 3h; Friedel-Crafts Alkylation;99%
7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

methyl 5-methylbenzo[d]isothiazole-3-carboxylate 1,1-dioxide

methyl 5-methylbenzo[d]isothiazole-3-carboxylate 1,1-dioxide

(S)-3-methoxycarbonyl-3-(7-methyl-3-indolyl)-5-methyl-2,3-dihydrobenzo[d]isothiazole-1,1-dioxide

(S)-3-methoxycarbonyl-3-(7-methyl-3-indolyl)-5-methyl-2,3-dihydrobenzo[d]isothiazole-1,1-dioxide

Conditions
ConditionsYield
With (R)-2,6-bis(naphthalen-2-yl)-4-oxo-3,5-dioxa-4λ5-phosphacyclohepta[2,1-a;3,4-a']dinapthalen-4-ol In 1,2-dichloro-ethane at 20℃; for 16h; enantioselective reaction;99%
7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

methyl benzo[d]isothiazole-3-carboxylate 1,1-dioxide

methyl benzo[d]isothiazole-3-carboxylate 1,1-dioxide

(S)-3-methoxycarbonyl-3-(7-methyl-3-indolyl)-2,3-dihydrobenzo[d]isothiazole-1,1-dioxide

(S)-3-methoxycarbonyl-3-(7-methyl-3-indolyl)-2,3-dihydrobenzo[d]isothiazole-1,1-dioxide

Conditions
ConditionsYield
With (R)-2,6-bis(naphthalen-2-yl)-4-oxo-3,5-dioxa-4λ5-phosphacyclohepta[2,1-a;3,4-a']dinapthalen-4-ol In 1,2-dichloro-ethane at 20℃; for 16h; enantioselective reaction;99%
7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

diphenyl diselenide
1666-13-3

diphenyl diselenide

7-methyl-3-(phenylselanyl)-1H-indole

7-methyl-3-(phenylselanyl)-1H-indole

Conditions
ConditionsYield
With oxygen In tetrahydrofuran at 20℃; under 760.051 Torr; Irradiation;99%
With iridium(III) bis[2-(4,6-difluorophenyl)pyridinato]picolinate In acetonitrile at 25℃; Irradiation; Green chemistry;90%
With iridium(III) bis[2-(4,6-difluorophenyl)pyridinato]picolinate In acetonitrile at 20℃; Irradiation; Green chemistry;90%
With 3-chloro-benzenecarboperoxoic acid; sodium bromide In acetonitrile at 20℃; for 24h; regioselective reaction;61%
7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

2-nitrohydroquinone
16090-33-8

2-nitrohydroquinone

C15H10N2O4

C15H10N2O4

Conditions
ConditionsYield
With cerium(III) chloride; silver(l) oxide In 1,2-dichloro-ethane at 20℃; Darkness;99%
7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

ethyl 3,3,3-trifluoro-2-iminopropionate
213908-78-2

ethyl 3,3,3-trifluoro-2-iminopropionate

ethyl (S)-2-amino-3,3,3-trifluoro-2-(7-methyl-1H-indol-3-yl)propanoate
1014691-30-5

ethyl (S)-2-amino-3,3,3-trifluoro-2-(7-methyl-1H-indol-3-yl)propanoate

Conditions
ConditionsYield
With (S)-3-(anthracen-9-yl)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate In chloroform at -60℃; for 1h; Inert atmosphere; enantioselective reaction;99%
7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

N-(4-bromobenzylidene)-4-methylbenzenesulfonamide
36176-90-6

N-(4-bromobenzylidene)-4-methylbenzenesulfonamide

(S)-N-((4-bromophenyl)(7-methyl-1H-indol-3-yl)methyl)-4-methylbenzenesulfonamide

(S)-N-((4-bromophenyl)(7-methyl-1H-indol-3-yl)methyl)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
With (Rp)-4,12-di(4-(3',5'-bis(trifluoromethyl))-phenyl-3-yl)-[2.2]paracyclophane-hydrogenphosphate In toluene at -20℃; for 12h; Molecular sieve; enantioselective reaction;99%
7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

tert-butyl (1,3-dioxo-2-phenyl-2,3-dihydroisoquinolin-4(1H)-ylidene)carbamate

tert-butyl (1,3-dioxo-2-phenyl-2,3-dihydroisoquinolin-4(1H)-ylidene)carbamate

(S)-tert-butyl (4-(7-methyl-1H-indol-3-yl)-1,3-dioxo-2-phenyl-1,2,3,4-tetrahydroisoquinolin-4-yl)carbamate

(S)-tert-butyl (4-(7-methyl-1H-indol-3-yl)-1,3-dioxo-2-phenyl-1,2,3,4-tetrahydroisoquinolin-4-yl)carbamate

Conditions
ConditionsYield
With (11aR)-3,7-di-9-anthracenyl-10,11,12,13-tetrahydro-5-hydroxy-5-oxide diindeno[7,1de:10,70-fg][1,3,2] dioxaphosphocin In toluene at 60℃; for 3h; enantioselective reaction;99%
7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

C17H14N2O3

C17H14N2O3

benzyl (R)-(1-methyl-3-(7-methyl-1H-indol-3-yl)-2-oxoindolin-3-yl)carbamate

benzyl (R)-(1-methyl-3-(7-methyl-1H-indol-3-yl)-2-oxoindolin-3-yl)carbamate

Conditions
ConditionsYield
With C55H51F3N4O3PdS In toluene at 40℃; Inert atmosphere; Alkaline conditions; enantioselective reaction;99%
7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

9-phenyl-fluoren-9-ol
25603-67-2

9-phenyl-fluoren-9-ol

7-methyl-3-(9-phenyl-9H-fluoren-9-yl)-1H-indole

7-methyl-3-(9-phenyl-9H-fluoren-9-yl)-1H-indole

Conditions
ConditionsYield
With scandium tris(trifluoromethanesulfonate) In dichloromethane at 60℃; for 4h; Sealed tube;99%
7-methyl-1H-indole
933-67-5

7-methyl-1H-indole

2-((trifluoromethyl)sulfonyl)benzo[d]thiazole

2-((trifluoromethyl)sulfonyl)benzo[d]thiazole

7-methyl-3-((trifluoromethyl)sulfinyl)-1H-indole

7-methyl-3-((trifluoromethyl)sulfinyl)-1H-indole

Conditions
ConditionsYield
With Diphenylphosphinic chloride In acetonitrile at 60℃; for 1h; Schlenk technique; Inert atmosphere;99%

7-Methylindole Chemical Properties

7-Methylindole's Molecular formula: C9H9N
7-Methylindole's Molar mass: 131.17
EINECS: 213-270-1
Flash Point: 266°C
Melting point: 80-84 °C(lit.)
Boiling point: 266 °C(lit.)
Water Solubility: negligible
Sensitive: Light Sensitive
Synonyms: 7-Methylindol;Indole, 7-methyl-;7-METHYINDOLE;1H-Indole, 7-methyl-;7-METHYLINDOLE;7-METHYL-1H-INDOLE;7-Methylindole,98%;7-Metlylindole
7-Methylindole is a mildly toxic off-white crystalline organic compound with chemical formula C9H9N.

7-Methylindole Uses

7-Methylindole is used in the production of agricultural chemicals and pharmaceuticals.
7-Methylindole is used for organic synthetic reagent.

7-Methylindole Safety Profile

F  13
Hazard Codes  Xi,Xn
WGK Germany  3
Risk Statements  36/37/38-36-21/22
Safety Statements  26-36-36/37/39
Hazard Note  Light Sensitive/Irritant
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