7-Azaindole supplier | CasNO.271-63-6

Name
7-Azaindole
EINECS 205-981-0
CAS No. 271-63-6
Article Data65
CAS DataBase
Density 1.242 g/cm³
Solubility
Melting Point 105-107 °C(lit.)
Formula C₇H₆N₂
Boiling Point 273.8 °C at 760 mmHg
Molecular Weight 118.138
Flash Point 124.8 °C
Transport Information
Appearance brown-cyrstalline solid
Safety 39-26-36/37/39
Risk Codes 36-41-37/38-22
Molecular Structure
Hazard Symbols Xi,Xn
Synonyms 1,7-Dideazapurine;7H-Pyrrolo(2,3-b)pyridine;7-Aza-1-pyrindine;2,9-diazabicyclo[4.3.0]nona-2,4,7,10-tetraene;7H-Pyrrolo[2, 3-b]pyridine;7-Azaindole 98%;7-Azaindole,1H-Pyrrolo[2,3-b]pyridine;
PSA 28.68000
LogP 1.56290

Synthetic route

: 138343-77-8
1-(tert-butoxycarbonyl)-1H-pyrrolo<2,3-b>pyridine

: 271-63-6
7-Azaindole

Conditions

Conditions	Yield
With sodium carbonate In 1,2-dimethoxyethane; water for 20h; Heating;	100%
With water at 100℃; for 1h;	99%
With potassium phosphate In methanol at 120℃; under 5171.62 Torr; for 0.0333333h; Microwave irradiation;	98%

: 138343-75-6
tert-butyl (3-methylpyridin-2-yl)carbamate

: 271-63-6
7-Azaindole

Conditions

Conditions	Yield
Stage #1: tert-butyl (3-methylpyridin-2-yl)carbamate With n-butyllithium; N,N-dimethyl-formamide In tetrahydrofuran at 0℃; Stage #2: With hydrogenchloride In tetrahydrofuran; water at 50℃;	100%
With n-butyllithium In tetrahydrofuran; hexane; N,N-dimethyl-formamide at -15 - 25℃; for 17.5h;	3.8 g
Stage #1: tert-butyl (3-methylpyridin-2-yl)carbamate With trimethylsilyl bromide In tetrahydrofuran; N,N-dimethyl-formamide at -30℃; for 1.75h; Inert atmosphere; Stage #2: With hydrogenchloride In tetrahydrofuran; water; N,N-dimethyl-formamide at 0 - 40℃; for 3h;
Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran / 4 h / 0 °C 1.2: 0 °C 2.1: hydrogenchloride / water / 8 h / Reflux View Scheme

: 74-83-9
methyl bromide

: 138343-75-6
tert-butyl (3-methylpyridin-2-yl)carbamate

: 271-63-6
7-Azaindole

Conditions

Conditions	Yield
Stage #1: methyl bromide; tert-butyl (3-methylpyridin-2-yl)carbamate In diethyl ether at 0℃; for 4h; Stage #2: With N,N-dimethyl-formamide In diethyl ether at 0℃; for 0.5h; Concentration;	99.1%

: 10592-27-5
7-azaindoline

: 271-63-6
7-Azaindole

Conditions

Conditions	Yield
With carbon dioxide; DBN; Eosin Y In dimethyl sulfoxide at 25 - 30℃; for 48h; Irradiation;	97%
With potassium tert-butylate In decane at 150℃; for 36h; Inert atmosphere; Schlenk technique;	90%
With 4-tert-Butylcatechol; oxygen In water at 20℃; for 20h; Green chemistry;	90%

: 146336-83-6
(Z)-2-amino-3-(2-ethoxyethenyl)pyridine

: 271-63-6
7-Azaindole

Conditions

Conditions	Yield
With hydrogenchloride In methanol for 2h; Heating;	94%

: 65326-33-2
1-(2-amino-3-pyridinyl)-1-ethanone

: 271-63-6
7-Azaindole

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water at 90℃; pH=3; Temperature; pH-value; Microwave irradiation;	93.2%

: 143141-23-5
1-benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine

: 271-63-6
7-Azaindole

Conditions

Conditions	Yield
With sodium t-butanolate In 1,4-dioxane at 80℃; for 3h; Inert atmosphere;	93%

: 136818-50-3
7-azaindole-2-carboxylic acid

: 271-63-6
7-Azaindole

Conditions

Conditions	Yield
With zinc(II) oxide In toluene at 90℃; for 2h; Temperature;	91.8%

: 55052-24-9
1H-Pyrrolo[2,3-b]pyridine-7-oxide

: 271-63-6
7-Azaindole

Conditions

Conditions	Yield
With (4,4′-di-tert-butyl-2,2′-bipyridine)bis[(2-pyridinyl)phenyl]iridium(III) hexafluorophosphate; di-tert-butyl 1,4-dihydro-2,6-dimethyl-3,5-pyridine-dicarboxylate In acetonitrile at 20℃; for 2h; Inert atmosphere; Irradiation; chemoselective reaction;	91%
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate In dichloromethane at 31℃; for 16h; Sealed tube; Irradiation;	83%
With styrene; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; hydrazine hydrate In dimethyl sulfoxide at 20℃; for 13h; Inert atmosphere; Irradiation; chemoselective reaction;	74%

: 348640-02-8
1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridine

: 271-63-6
7-Azaindole

Conditions

Conditions	Yield
With cetyltrimethylammonim bromide; potassium hydroxide In tetrahydrofuran; water for 10h; Reagent/catalyst; Temperature; Time; Reflux; Green chemistry;	90%
With potassium tert-butylate In dimethyl sulfoxide at 20℃; for 1h; Inert atmosphere; Darkness; Schlenk technique;	87%
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;	70%
With caesium carbonate In tetrahydrofuran; methanol at 22℃; for 2h;

: C7H6N4

: 271-63-6
7-Azaindole

Conditions

Conditions	Yield
With silver hexafluoroantimonate; bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] In benzene at 130℃; for 24h; Sealed tube; Glovebox; Inert atmosphere;	86%

: 4414-89-5
1H-pyrrolo[2,3-b]pyridine-3-carbonitrile

: 271-63-6
7-Azaindole

Conditions

Conditions	Yield
With hydrogenchloride; water for 48h; Reflux; Large scale;	72.9%

: 866319-00-8
5-fluoro-1H-pyrrolo[2,3‐b]pyridine

: 271-63-6
7-Azaindole

Conditions

Conditions	Yield
With 2-methyl-propan-1-ol; methanesulfonato(2-dicyclohexylphosphino -2’,6’-di-i-propoxy-1,1‘-biphenyl)(2’-amino-1,1’-biphenyl-2-yl)palladium(II); sodium tert-pentoxide In toluene at 80℃; for 48h; Sealed tube; Inert atmosphere;	68%

: 138343-75-6
tert-butyl (3-methylpyridin-2-yl)carbamate

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

: 271-63-6
7-Azaindole

Conditions

Conditions	Yield
Stage #1: tert-butyl (3-methylpyridin-2-yl)carbamate With n-butyllithium In tetrahydrofuran at -10 - 0℃; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at 0 - 15℃; Stage #3: With hydrogenchloride; water at -5 - 5℃;	67%

: 3189-06-8
N-methyl-N-phenyl-N'-(2-(3-methylpyridine))formamidine

: 271-63-6
7-Azaindole

Conditions

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran at -20℃; for 5h; Reagent/catalyst; Inert atmosphere;	65%

: 933768-06-0
2-phenyloxepino[2,3-b]pyridine

: 271-63-6
7-Azaindole

Conditions

Conditions	Yield
With acetamide; potassium tert-butylate In dimethyl sulfoxide at 80℃; for 48h; Inert atmosphere;	52%

: 1-(phenylsulfonyl)-2-(trimethylsilyl)-1H-pyrrolo[2,3-b]pyridnie

A: 271-63-6
7-Azaindole

B: 1239864-85-7
C10H14N2Si

Conditions

Conditions	Yield
With sodium t-butanolate In 1,4-dioxane at 80℃; for 3h; Inert atmosphere;	A 44% B 42%

: 844503-09-9
3-ethenyl-2-nitropyridine

: 271-63-6
7-Azaindole

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); 1,10-Phenanthroline; carbon monoxide In acetonitrile at 120℃; under 4560.31 Torr; for 180h;	41%

: 111097-45-1
1-acetyl-2,3-dihydropyrrolo<2,3-b>pyridine

: 271-63-6
7-Azaindole

Conditions

Conditions	Yield
With n-Dodecylamine In 1,2-dichloro-ethane for 1h; Irradiation;	25%

: (2-formylamino-pyridin-3-ylmethyl)-phosphonic acid diethyl ester

: 271-63-6
7-Azaindole

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran; toluene at 90℃; for 0.5h;	25%

: 4649-09-6
1H-pyrrolo[2,3-b]pyridin-3-carbaldehyde

: 271-63-6
7-Azaindole

Conditions

Conditions	Yield
With perchloric acid adsorbed on silica gel; anthranilic acid amide In acetonitrile at 80℃; for 12h;	25%

: 13534-99-1
2-Amino-3-bromopyridine

: 593-60-2
Vinyl bromide

: 271-63-6
7-Azaindole

Conditions

Conditions	Yield
With bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate; XPhos In tert-butyl alcohol at 110℃; for 24h; Sealed tube; Inert atmosphere;	9%

: 4931-46-8
N-(3-methyl-2-pyridinyl)formamide

: 271-63-6
7-Azaindole

Conditions

Conditions	Yield
With sodium ethanolate at 350℃;
With sodium formate; sodium anilide at 290 - 310℃;
With hydrogenchloride In diethyl ether; water; pentane at -20℃; Inert atmosphere; Reflux;

: 99066-81-6
1H-pyrrolo[2,3-b]pyridine-3,6-dicarboxylic acid

: 271-63-6
7-Azaindole

Conditions

Conditions	Yield
at 320 - 330℃;

: 75-21-8
oxirane

: 74420-15-8
3-bromo-1H-pyrrolo[2,3-b]pyridine

A: 271-63-6
7-Azaindole

B: 90929-77-4
1-(2-hydroxyethyl)-7-azaindole

C: 90929-76-3
3-(2-hydroxyethyl)-7-azaindole

Conditions

Conditions	Yield
With n-butyllithium 1.) ether, 1,2-dimethoxyethane, -5 deg C, 1 h; 2.) 0 deg C, 5 h; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 2,2-Dimethyl-N-[3-(2-oxo-ethyl)-pyridin-2-yl]-propionamide

: 271-63-6
7-Azaindole

Conditions

Conditions	Yield
With hydrogenchloride for 8h; Heating; Yield given;

: 53277-42-2
1-(1H-pyrrolo[2,3-b]pyridin-1-yl)ethanone

A: 271-63-6
7-Azaindole

B n-pentyl halide: n-pentyl halide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 89 percent / H2 / Pd-C / ethanol; 1,2-dimethoxy-ethane / 5 h / 20 °C 2: 25 percent / dodecylamine / 1,2-dichloro-ethane / 1 h / Irradiation View Scheme

: 86847-66-7
2,2-dimethyl-N-(3-methylpyridin-2-yl)propionamide

: 271-63-6
7-Azaindole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) n-BuLi / 1.) THF, -5 to 0 deg C, 4 h, 2.) THF, 0 deg C, 40 min 2: 5.5 M HCl / 8 h / Heating View Scheme

: 15128-82-2
3-hydroxy-2-nitropyridine

: 271-63-6
7-Azaindole

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 52 percent / 60percent NaH / benzene / 60 h / Heating 2: 74 percent / Pd(PPh3)2Cl2, Et4NCl / acetonitrile / 1 h / Heating 3: 78 percent / H2 / W-2 Raney Ni / methanol 4: 94 percent / conc. HCl / methanol / 2 h / Heating View Scheme

: 271-63-6
7-Azaindole

: 79-04-9
chloroacetyl chloride

: 83393-47-9
2-chloro-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)ethan-1-one

Conditions

Conditions	Yield
Stage #1: 7-Azaindole With aluminum (III) chloride In dichloromethane at 20℃; for 1.5h; Inert atmosphere; Stage #2: chloroacetyl chloride In dichloromethane at 0 - 20℃; for 18h; Inert atmosphere;	100%
With aluminium trichloride In carbon disulfide at 50℃; for 2h;	82%
With aluminium trichloride In carbon disulfide at 50℃; for 2h; Product distribution;	81%

: 271-63-6
7-Azaindole

: 74-88-4
methyl iodide

: 27257-15-4
1-methyl-1H-pyrrolo[2,3-b]pyridine

Conditions

Conditions	Yield
Stage #1: 7-Azaindole With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h; Inert atmosphere; Stage #2: methyl iodide In N,N-dimethyl-formamide for 1h; Inert atmosphere;	100%
Stage #1: 7-Azaindole With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h; Inert atmosphere; Stage #2: methyl iodide In N,N-dimethyl-formamide for 1h; Inert atmosphere;	100%
Stage #1: 7-Azaindole With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h; Inert atmosphere; Stage #2: methyl iodide In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;	98%

: 271-63-6
7-Azaindole

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

: 879132-46-4
1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine

Conditions

Conditions	Yield
Stage #1: 7-Azaindole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1.25h; Stage #2: (2-trimethylethylsilylethoxy)methyl chloride In N,N-dimethyl-formamide; mineral oil for 1.25h;	100%
Stage #1: 7-Azaindole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1.25h; Stage #2: (2-trimethylethylsilylethoxy)methyl chloride In N,N-dimethyl-formamide; mineral oil for 1.25h;	100%
Stage #1: 7-Azaindole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1h; Stage #2: (2-trimethylethylsilylethoxy)methyl chloride In N,N-dimethyl-formamide; mineral oil for 1h;	100%

: 271-63-6
7-Azaindole

: 89898-96-4
7-nitroquinoxaline-2(1H)-one

: 7-nitro-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-3,4-dihydro-1H-quinoxalin-2-one

Conditions

Conditions	Yield
With trifluoroacetic acid In N,N-dimethyl-formamide at 80℃; for 1h;	100%

: 271-63-6
7-Azaindole

n-pentyl halide: n-pentyl halide

: 912562-57-3
1-pentyl-1H-pyrrolo[2,3-b]pyridine

Conditions

Conditions	Yield
Stage #1: 7-Azaindole With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: n-pentyl halide In N,N-dimethyl-formamide at 20℃; for 15h;	100%

: 271-63-6
7-Azaindole

: 591-50-4
iodobenzene

: 1-phenyl-1H-pyrrolo[2,3-b]pyridine

Conditions

Conditions	Yield
With potassium phosphate; trans-1,2-Diaminocyclohexane; copper(l) iodide In 1,4-dioxane at 110℃; for 24h;	100%
With triethylamine In N,N-dimethyl-formamide at 110℃; for 3h;	96%
With copper(l) iodide; manganese(II) fluoride; (1R,2R)-1,2-diaminocyclohexane; potassium hydroxide In water at 60℃; for 24h;	93%

: 626-55-1
3-Bromopyridine

: 271-63-6
7-Azaindole

: 847801-47-2
1-(pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridine

Conditions

Conditions	Yield
With potassium phosphate; trans-1,2-Diaminocyclohexane; copper(l) iodide In 1,4-dioxane at 110℃; for 95h;	100%

: 271-63-6
7-Azaindole

: 110-53-2
1-Bromopentane

: 912562-57-3
1-pentyl-1H-pyrrolo[2,3-b]pyridine

Conditions

Conditions	Yield
Stage #1: 7-Azaindole With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: 1-Bromopentane In N,N-dimethyl-formamide at 20℃; for 3.5h;	100%
Stage #1: 7-Azaindole With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: 1-Bromopentane In N,N-dimethyl-formamide at 20℃; for 3.5h;	100%
Stage #1: 7-Azaindole With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: 1-Bromopentane In N,N-dimethyl-formamide at 20℃; for 3.5h;	100%

: 271-63-6
7-Azaindole

: 111-25-1
1-bromo-hexane

: 418795-22-9
C13H18N2

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 20℃;	100%

: 271-63-6
7-Azaindole

: 3-chloro-1H-pyrrolo[2,3-b]pyridine

Conditions

Conditions	Yield
With N-chloro-succinimide In tetrachloromethane; chloroform for 4h; Ambient temperature;	99%
With 1-aza-4,6,11-trioxa-5-boratricyclo[3.3.3.0(1,5)]undecane; nickel diacetate; chlorine at 90℃; for 3h; Reflux;	99.3%
With 1,3-dichloro-5,5-dimethylhydantoin In 1,4-dioxane at 80℃; for 0.5h;	92%
With sodium hypochlorite; sodium azide; acetic acid In water; toluene at 20℃; for 0.5h;	91%
With 1-chloro-1λ3-benzo[d][1,2]iodaoxol-3(1H)-one In N,N-dimethyl-formamide at 20℃; for 12h; regioselective reaction;	77%

: 271-63-6
7-Azaindole

: 556-63-8
lithium formate

: 4649-09-6
1H-pyrrolo[2,3-b]pyridin-3-carbaldehyde

Conditions

Conditions	Yield
With zinc diacetate In trifluoroacetic acid at 120℃; for 6h; Solvent; Concentration;	99.1%

: 271-63-6
7-Azaindole

: 74420-15-8
3-bromo-1H-pyrrolo[2,3-b]pyridine

Conditions

Conditions	Yield
With 1-aza-4,6,11-trioxa-5-boratricyclo[3.3.3.0(1,5)]undecane; bromine; nickel diacetate at 100℃; for 3h; Temperature; Reflux;	99%
With N-Bromosuccinimide In dichloromethane at 20℃; for 16h;	96%
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 4h; Cooling with ice;	96%

: 271-63-6
7-Azaindole

: 98-09-9
benzenesulfonyl chloride

: 143141-23-5
1-benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine

Conditions

Conditions	Yield
Stage #1: 7-Azaindole With tetrabutylammomium bromide; sodium hydroxide In dichloromethane Stage #2: benzenesulfonyl chloride In dichloromethane at 0 - 20℃;	99%
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;	98%
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In dichloromethane at 20℃; for 2h; Cooling with ice;	95%

: 271-63-6
7-Azaindole

: 219851-84-0
Z-ΔAla(N-Boc)-OMe

: Z-Ala[N-Boc-β-(7-azaindol-1-yl)]-OMe

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃; Addition; Michael addition;	99%

: 271-63-6
7-Azaindole

: 22445-41-6
3,5-dimethylphenyl iodide

: 1-(3,5-dimethylphenyl)-1H-pyrrolo[2,3-b]pyridine

Conditions

Conditions	Yield
With potassium phosphate; copper(l) iodide; (S,S)-1,2-diaminocyclohexane In 1,4-dioxane; dodecane at 110℃; for 24h;	99%
With copper(I) oxide; potassium phosphate; N1,N2-bis(furan-2-ylmethyl)oxalamide In acetonitrile at 80℃;	94%
With potassium phosphate monohydrate; iron(III) chloride hexahydrate; trans-N,N'-dimethylcyclohexane-1,2-diamine In water at 135℃; for 24h; Inert atmosphere;	87%

: 271-63-6
7-Azaindole

n-butyl halide: n-butyl halide

: 152956-02-0
N-butyl-7-azaindole

Conditions

Conditions	Yield
Stage #1: 7-Azaindole With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: n-butyl halide In N,N-dimethyl-formamide at 20℃; for 15h;	99%

: 271-63-6
7-Azaindole

: 1109-15-5
tris(pentafluorophenyl)borate

: 879269-87-1
7-[tris(pentafluorophenyl)borane]-7-azaindole

Conditions

Conditions	Yield
In dichloromethane (N2); a soln. of ligand added at room temp. to a soln. of B(C6F5)3, stirred for 1 h; evapd. (vac.); elem. anal.;	99%

: 271-63-6
7-Azaindole

: 5888-29-9
diethyl(methoxymethyl)amine

: N-((1H-pyrrolo[2,3-b]pyridin-1-yl)methyl)-N-ethylethanamine

Conditions

Conditions	Yield
With hafnium tetrakis(trifluoromethanesulfonate) In dichloromethane at 20℃; for 0.2h; Inert atmosphere; regioselective reaction;	99%

: 1120-90-7
3-iodopyridine

: 271-63-6
7-Azaindole

: 847801-47-2
1-(pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridine

Conditions

Conditions	Yield
With manganese(II) fluoride; (S,S)-1,2-diaminocyclohexane; caesium carbonate In water at 130℃; for 24h; Reagent/catalyst;	99%
With copper(l) iodide; manganese(II) fluoride; (1R,2R)-1,2-diaminocyclohexane; potassium hydroxide In water at 100℃; for 48h;	94%
With copper(I) oxide; caesium carbonate In dimethyl sulfoxide at 100℃; for 24h; Reagent/catalyst; Solvent; Inert atmosphere;	86%

: 271-63-6
7-Azaindole

: 1119-51-3
bromopentene

: 1-(pent-4-en-1-yl)-1H-pyrrolo[2,3-b]pyridine

Conditions

Conditions	Yield
Stage #1: 7-Azaindole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; Inert atmosphere; Stage #2: bromopentene In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;	99%

: 271-63-6
7-Azaindole

: 100-97-0
hexamethylenetetramine

: 4649-09-6
1H-pyrrolo[2,3-b]pyridin-3-carbaldehyde

Conditions

Conditions	Yield
With propionic acid In ethanol at 80℃; for 6h; Temperature;	98.9%
Stage #1: 7-Azaindole; hexamethylenetetramine With acetic acid for 6h; Duff reaction; Heating; Stage #2: With water at 20℃; Further stages.;	77%
With acetic acid In water for 12h; Heating / reflux;	76%

: 271-63-6
7-Azaindole

: 143487-47-2
cyclopentyl trimethoxysilane

: 7-azaindolidine cyclopentyl dimethoxy silane

Conditions

Conditions	Yield
Stage #1: 7-Azaindole With n-butyllithium In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; Cooling with ice; Stage #2: cyclopentyl trimethoxysilane In tetrahydrofuran at 0 - 20℃; for 8h; Inert atmosphere;	98.3%

: 271-63-6
7-Azaindole

: 98-85-1, 13323-81-4
1-Phenylethanol

: C15H14N2

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In dichloromethane at 20℃; for 2h; Friedel-Crafts Alkylation;	98.3%

: 271-63-6
7-Azaindole

: 96-32-2
bromoacetic acid methyl ester

: 7-Methoxycarbonylmethyl-1H-pyrrolo[2,3-b]pyridin-7-ium; bromide

Conditions

Conditions	Yield
In benzene for 2h; Heating;	98%

: 271-63-6
7-Azaindole

: 23616-57-1
3-iodo-1H-pyrrolo[2,3-b]pyridine

Conditions

Conditions	Yield
Stage #1: 7-Azaindole With potassium hydroxide In N,N-dimethyl-formamide at 20℃; for 0.166667h; Inert atmosphere; Stage #2: With iodine In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere;	98%
With iodine; potassium hydroxide In N,N-dimethyl-formamide at 20℃; for 0.75h; Inert atmosphere;	97%
With iodine; potassium hydroxide In N,N-dimethyl-formamide at 20℃;	97%

: 271-63-6
7-Azaindole

n-propyl halide: n-propyl halide

: 942262-52-4
N-propyl-7-azaindole

Conditions

Conditions	Yield
Stage #1: 7-Azaindole With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: n-propyl halide In N,N-dimethyl-formamide at 20℃; for 15h;	98%

: 271-63-6
7-Azaindole

: 122-60-1
Phenyl glycidyl ether

: 1017278-65-7
1-phenoxy-3-(1H-pyrrolo[2,3-b]pyridin-1-yl)propan-2-ol

Conditions

Conditions	Yield
ruthenium trichloride at 20℃; for 4h; Friedel-Crafts alkylation;	98%
With ruthenium-exchanged FAU-Y zeolite at 20℃; for 0.5h; Friedel Crafts alkylation; Ultrasound irradiation; Neat (no solvent); regioselective reaction;	98%

7-Azaindole Chemical Properties

Molecule structure of 7-Azaindole (CAS NO.271-63-6):

IUPAC Name: 1H-Pyrrolo[2,3-b]pyridine
Molecular Weight: 118.13594 g/mol
Molecular Formula: C₇H₆N₂
Density: 1.242 g/cm³
Melting Point: 105-107 °C(lit.)
Boiling Point: 273.8 °C at 760 mmHg
Flash Point: 124.8 °C
Index of Refraction: 1.696
Molar Refractivity: 36.61 cm³
Molar Volume: 95 cm³
Polarizability: 14.51×10^-24 cm³
Surface Tension: 60.1 dyne/cm
Enthalpy of Vaporization: 49.15 kJ/mol
Vapour Pressure: 0.0094 mmHg at 25 °C
XLogP3: 1.8
H-Bond Donor: 1
H-Bond Acceptor: 1
Tautomer Count: 2
Exact Mass: 118.053098
MonoIsotopic Mass: 118.053098
Topological Polar Surface Area: 28.7
Heavy Atom Count: 9
Canonical SMILES: C1=CC2=C(NC=C2)N=C1
InChI: InChI=1S/C7H6N2/c1-2-6-3-5-9-7(6)8-4-1/h1-5H,(H,8,9)
InChIKey: MVXVYAKCVDQRLW-UHFFFAOYSA-N
EINECS: 205-981-0
Product Categories: blocks; IndolesOxindoles; Heterocycles; Heterocycles series; Indole; Heterocyclic Compounds; Indole Series; Indole Derivatives; Pharmaceutical intermediate

7-Azaindole Uses

7-Azaindole (CAS NO.271-63-6) is used for organic synthetic reagent.

7-Azaindole Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	490mg/kg (490mg/kg)		Journal of Medicinal Chemistry. Vol. 6, Pg. 480, 1963.

7-Azaindole Safety Profile

Hazard Codes: Irritant Xi, Harmful Xn
Risk Statements: 36-41-37/38-22
R36:Irritating to eyes.
R41:Risk of serious damage to the eyes.
R37/38:Irritating to respiratory system and skin.
R22:Harmful if swallowed.
Safety Statements: 39-26-36/37/39
S39:Wear eye / face protection.
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.
WGK Germany: 3
RTECS: UY8710000
HazardClass: IRRITANT
HS Code: 29339990

7-Azaindole Specification

7-Azaindole (CAS NO.271-63-6) is also named as 1,7-Diazaindene ; 1,7-Dideazapurine ; 7-Aza-1-pyrindine ; 7H-Pyrrolo(2,3-b)pyridine ; NSC 67063 ; 1H-Pyrrolo(2,3-b)pyridine . 7-Azaindole (CAS NO.271-63-6) is brown-cyrstalline solid.

Product Name

7-Azaindole

Synthetic route

7-Azaindole Chemical Properties

7-Azaindole Uses

7-Azaindole Toxicity Data With Reference

7-Azaindole Safety Profile

7-Azaindole Specification

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