4-(1-Pyrrolidinyl)aniline supplier

Name
4-PYRROLIDIN-1-YLANILINE
EINECS
CAS No. 2632-65-7
Article Data33
CAS DataBase
Density 1.109 g/cm³
Solubility
Melting Point 51 °C
Formula C₁₀H₁₄N₂
Boiling Point 330.8 °C at 760 mmHg
Molecular Weight 162.235
Flash Point 131.3 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Pyrrolidine,1-(p-aminophenyl)- (6CI,7CI,8CI);4-(Pyrrolidin-1-yl)aniline;4-(Pyrrolidin-1-yl)phenylamine;4-Pyrrolidinoaniline;1-(4-Aminophenyl)pyrrolidine;
PSA 29.26000
LogP 2.51520

Synthetic route

: 4-(1-oxy-pyrrolidin-1-yl)-phenylamine

: 2632-65-7
4-pyrrolidin-1-yl-aniline

Conditions

Conditions	Yield
With copper(l) iodide; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 35 - 40℃; for 3h;	96%

: 10220-22-1
1-(4-nitro-phenyl)-pyrrolidine

: 2632-65-7
4-pyrrolidin-1-yl-aniline

Conditions

Conditions	Yield
With hydrogen In methanol; ethyl acetate at 100℃; for 0.333333h; Flow reactor; Green chemistry; chemoselective reaction;	93%
With ammonium chloride; zinc In tetrahydrofuran; methanol at 0 - 20℃; for 18h;	91.2%
With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; for 9h; Inert atmosphere; Schlenk technique;	85%

: 6574-15-8
1-(4-nitrophenyl)piperidine

: 2632-65-7
4-pyrrolidin-1-yl-aniline

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrazine hydrate In ethanol for 12h; Reflux;	80%

: 22090-26-2
1-(4-bromo-phenyl)-pyrrolidine

: 2632-65-7
4-pyrrolidin-1-yl-aniline

Conditions

Conditions	Yield
Stage #1: 1-(4-bromo-phenyl)-pyrrolidine With magnesium In tetrahydrofuran Inert atmosphere; Stage #2: With C10H17NO In tetrahydrofuran; toluene at -78℃; for 2h; Inert atmosphere; Stage #3: With ammonium chloride In tetrahydrofuran; water; toluene Inert atmosphere;	57%

: 123-75-1
pyrrolidine

: 106-40-1
4-bromo-aniline

: 2632-65-7
4-pyrrolidin-1-yl-aniline

Conditions

Conditions	Yield
With cesium hydroxide In dimethyl sulfoxide at 120℃; for 0.166667h;	52%

: 1-(4-nitroso-phenyl)-pyrrolidine; hydrochloride

: 2632-65-7
4-pyrrolidin-1-yl-aniline

Conditions

Conditions	Yield
With hydrogenchloride; tin

: 110-56-5
1,4-dichlorobutane

: 106-50-3
1,4-phenylenediamine

: 2632-65-7
4-pyrrolidin-1-yl-aniline

Conditions

Conditions	Yield
With 1,2-dichloro-benzene at 110℃;

: 109-99-9
tetrahydrofuran

: 106-50-3
1,4-phenylenediamine

A: 2632-65-7
4-pyrrolidin-1-yl-aniline

B: 50771-64-7
1,4-di(pyrrolidin-1-yl)benzene

Conditions

Conditions	Yield
titanium(IV) oxide at 250 - 300℃; Yield given. Yields of byproduct given;

...Expand

: 100-00-5
4-chlorobenzonitrile

: 2632-65-7
4-pyrrolidin-1-yl-aniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ethanol 2: nickel-chromium oxide catalyst; methanol / 80 °C / 147102 Torr / Hydrogenation View Scheme
Multi-step reaction with 2 steps 2: Raney nickel; ethanol / 60 °C / 2206.5 Torr / Hydrogenation View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate; Aliquat (at)366 / N,N-dimethyl-formamide / 24 h / 100 °C 2: ammonium hydroxide; sodium dithionite / water / 0.25 h / Reflux View Scheme

: 1258532-14-7
C15H22N2O2

: 2632-65-7
4-pyrrolidin-1-yl-aniline

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; dichloromethane at 20℃; for 6h;

: 586-78-7
para-nitrophenyl bromide

: 2632-65-7
4-pyrrolidin-1-yl-aniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / Reflux 2: hydrogen; palladium 10% on activated carbon / methanol / 20 °C View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate; tertamethylammonium iodide / dimethyl sulfoxide / 12 h / 80 °C 2: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 3 h / 20 °C View Scheme

: 350-46-9
4-Fluoronitrobenzene

: 2632-65-7
4-pyrrolidin-1-yl-aniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate / dimethyl sulfoxide / 20 °C / Inert atmosphere; Schlenk technique 2: hydrogen; palladium 10% on activated carbon / ethanol / 9 h / 20 °C / Inert atmosphere; Schlenk technique View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 110 °C / Inert atmosphere 2: palladium 10% on activated carbon; hydrazine hydrate / ethanol / 12 h / Reflux View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 40 °C 2: 5%-palladium/activated carbon; hydrogen / ethanol; water / 20 °C View Scheme

: 2632-65-7
4-pyrrolidin-1-yl-aniline

: 211733-67-4
9-(cyclopentyl)-2,6-(dichloro)-9H-purine

: (2-chloro-9-cyclopentyl-9H-purin-6-yl)-(4-pyrrolidin-1-yl-phenyl)amine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In propan-1-ol at 100℃; Inert atmosphere; Sealed tube;	92%
With N-ethyl-N,N-diisopropylamine In propan-1-ol at 100℃; Sealed tube; Inert atmosphere;	92%

: 2632-65-7
4-pyrrolidin-1-yl-aniline

: 131543-46-9
Glyoxal

: 1172626-91-3
N,N'-(1,2-ethanediylidene)bis(4-pyrrolidin-1-ylbenzeneamine)

Conditions

Conditions	Yield
In propan-1-ol; water at 70℃; for 24h; Inert atmosphere;	91%

: 2632-65-7
4-pyrrolidin-1-yl-aniline

: C14H14ClN5O2

: 3-(3,5-dimethoxyphenethyl)-N-(4-(pyrrolidin-1-yl)phenyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-amine

Conditions

Conditions	Yield
In butan-1-ol at 100℃; Inert atmosphere; Schlenk technique;	90%

: 2632-65-7
4-pyrrolidin-1-yl-aniline

: 3160-59-6, 4276-05-5, 28862-89-7, 55723-45-0, 55723-48-3, 127866-12-0
N-benzyloxycarbonyl isoleucine

: Cbz-Ile-4-pyrrolidynylanilide

Conditions

Conditions	Yield
Stage #1: N-benzyloxycarbonyl isoleucine With 1-methyl-1H-imidazole In dichloromethane at 0 - 5℃; for 0.166667h; Stage #2: With methanesulfonyl chloride In dichloromethane at -5℃; for 0.333333h; Stage #3: 4-pyrrolidin-1-yl-aniline In dichloromethane at 20℃; for 2h;	89%

: 108-30-5
succinic acid anhydride

: 2632-65-7
4-pyrrolidin-1-yl-aniline

: 4-(4-(pyrrolidin-1-yl)phenylamino)-4-oxobutanoic acid

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 24h; Cooling;	87%

: 2632-65-7
4-pyrrolidin-1-yl-aniline

: 191880-48-5
25,26,27,28-tetraproxycalix[4]arene-5,17-dicarboxoyl chloride

: 5,17-bis(N-(4-(pyrrolidin-1-yl)phenyl)aminocarbonyl)-25,26,27,28-tetrapropoxycalix<4>arene

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 25℃; for 1h;	85%

: 2632-65-7
4-pyrrolidin-1-yl-aniline

: 347-54-6
5-fluoro-2-hydroxybenzaldehyde

: 4-(1-pyrrolidinyl)-benzenamine salicylaldehyde

Conditions

Conditions	Yield
In ethanol for 8h; Reflux;	83.7%

: 2018-66-8
Z-Leu-OH

: 2632-65-7
4-pyrrolidin-1-yl-aniline

: 1286716-55-9
Cbz-Leu-4-pyrrolidynylanilide

Conditions

Conditions	Yield
Stage #1: Z-Leu-OH With 1-methyl-1H-imidazole In dichloromethane at 0 - 5℃; for 0.166667h; Stage #2: With methanesulfonyl chloride In dichloromethane at -5℃; for 0.333333h; Stage #3: 4-pyrrolidin-1-yl-aniline In dichloromethane at 20℃; for 2h;	83%

: 2632-65-7
4-pyrrolidin-1-yl-aniline

: 350-46-9
4-Fluoronitrobenzene

: N,N-bis(4-nitrophenyl)-4-(pyrrolidin-1-yl)aniline

Conditions

Conditions	Yield
With cesium fluoride In dimethyl sulfoxide at 120℃; for 24h; Inert atmosphere;	75%

: 898270-94-5
2-tert-butyl-4-chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxide

: 2632-65-7
4-pyrrolidin-1-yl-aniline

: 2-tert-butyl-5-phenyl-4-[(4-pyrrolidin-1-ylphenyl)amino]isothiazol-3(2H)-one 1,1-dioxide

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide; acetonitrile at 120℃; for 1h; Microwave irradiation;	69%

: 2632-65-7
4-pyrrolidin-1-yl-aniline

: 7-chloro-5-cyclopentyl-[1,2,4]triazolo[4,3-f]pteridin-4(5H)-one

: 5-cyclopentyl-7-((4-(pyrrolidin-1-yl)phenyl)amino)-[1,2,4]triazolo[4,3-f]pteridin-4(5H)-one

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In butan-1-ol at 100℃; for 15h;	66.1%

: 2632-65-7
4-pyrrolidin-1-yl-aniline

: 76661-24-0
2,5-dichloro-4-(3-nitrophenoxy)pyrimidine

: 5-chloro-4-(3-nitrophenoxy)-N-(4-(pyrrolidin-1-yl)phenyl)pyrimidin-2-amine

Conditions

Conditions	Yield
With trifluoroacetic acid In iso-butanol at 100℃;	65.7%

: 2632-65-7
4-pyrrolidin-1-yl-aniline

: 7-chloro-5-cyclopentyl-tetrazolo[4,3-f]pteridin-4(5H)-one

: 5-cyclopentyl-7-((4-(pyrrolidin-1-yl)phenyl)amino)tetrazolo[1,5-f]pteridin-4(5H)-one

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In butan-1-ol at 100℃; for 15h;	65.2%

: 2632-65-7
4-pyrrolidin-1-yl-aniline

: 2-iodo-4-(pyrrolidin-1-yl)aniline

Conditions

Conditions	Yield
With hydrogenchloride; potassium iodate; potassium iodide In methanol; water	63%

: 2632-65-7
4-pyrrolidin-1-yl-aniline

: 7-chloro-5-cyclopentyl-1-methyl-[1,2,4]triazolo[4,3-f]pteridin-4(5H)-one

: 5-cyclopentyl-1-methyl-7-((4-(pyrrolidin-1-yl)phenyl)amino)-[1,2,4]triazolo[4,3-f]pteridin-4(5H)-one

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In butan-1-ol at 100℃; for 15h;	55.7%

: 2632-65-7
4-pyrrolidin-1-yl-aniline

: 302964-08-5
2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

: 1587622-99-8
N-(2-chloro-6-methylphenyl)-2-((2-methyl-6-((4-(pyrrolidin-1-yl)phenyl)amino)pyrimidin-4-yl)amino)thiazole-5-carboxamide

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane at 110℃; for 12h;	49%

: 2632-65-7
4-pyrrolidin-1-yl-aniline

: (4-((6,7-dimethoxyquinazolin-4-yl)oxy)-2,6-difluorophenyl)-2-oxoacetic acid

: 2-(4-((6,7-dimethoxyquinazolin-4-yl)oxy)-2,6-difluorophenyl)-N-(4-(pyrrolidin-1-yl)phenyl)-2-oxoacetamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In acetonitrile at 20℃; for 12h;	47%

: 2632-65-7
4-pyrrolidin-1-yl-aniline

: C15H11Cl2FN6

: 4-(3-(3-chloro-4-fluorophenyl)-5,6-dihydro-[1,2,4]triazolo-[4,3-a]pyrazin-7(8H)-yl)-N-(4-(pyrrolidin-1-yl)phenyl)pyrimidin-2-amine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In isopropyl alcohol at 90℃; for 24h;	30%

: 1220-80-0, 67368-40-5, 150614-61-2
(S)-4-methyl-2-(toluene-4-sulfonamido)pentanoic acid

: 2632-65-7
4-pyrrolidin-1-yl-aniline

: (S)-4-methyl-2-(4-methylphenylsulfonamido)-N-(4-(pyrrolidin-1-yl)phenyl)pentanamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 18h; Inert atmosphere;	24%

: 120-72-9
indole

: 2632-65-7
4-pyrrolidin-1-yl-aniline

: 79-37-8
oxalyl dichloride

: 1257651-78-7
2-(1H-indol-3-yl)-2-oxo-N-(4-(pyrrolidin-1-yl)phenyl)acetamide

Conditions

Conditions	Yield
Stage #1: indole; oxalyl dichloride In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Stage #2: 4-pyrrolidin-1-yl-aniline With 2,6-dimethylpyridine; dmap In tetrahydrofuran at 45℃; for 18h; Inert atmosphere;	16%

...Expand

: 2632-65-7
4-pyrrolidin-1-yl-aniline

: 3-(2,6-dichlorophenyl)-7-methylsulfanyl-2H-pyrimido[5,4-e][1,3]oxazin-4-one

: 3-(2,6-dichlorophenyl)-7-((4-(pyrrolidin-1-yl)phenyl)amino)-2,3-dihydro-4H-pyrimido[5,4-e][1,3]oxazin-4-one

Conditions

Conditions	Yield
Stage #1: 3-(2,6-dichlorophenyl)-7-methylsulfanyl-2H-pyrimido[5,4-e][1,3]oxazin-4-one With 3-chloro-benzenecarboperoxoic acid In toluene at 20℃; for 0.5h; Stage #2: 4-pyrrolidin-1-yl-aniline With N-ethyl-N,N-diisopropylamine In toluene at 20℃; for 12h;	14.66%

: 2632-65-7
4-pyrrolidin-1-yl-aniline

: 3-fluoro-5-formyl-4-hydroxybenzoic acid

: 1-(3-fluoro-5-formyl-4-hydroxyphenyl)-3-(4-(pyrrolidin-1-yl)phenyl)urea

Conditions

Conditions	Yield
Stage #1: 4-pyrrolidin-1-yl-aniline; 3-fluoro-5-formyl-4-hydroxybenzoic acid In 1,4-dioxane at 20℃; for 0.166667h; Stage #2: With diphenyl phosphoryl azide; triethylamine In 1,4-dioxane at 20 - 90℃; for 3.5h; Stage #3: With hydrogenchloride In water at 20℃; for 1h;	7%

: 2632-65-7
4-pyrrolidin-1-yl-aniline

: 3-fluoro-5-formyl-4-hydroxybenzene-1-sulfonyl chloride

: 3-fluoro-5-formyl-4-hydroxy-N-(4-(pyrrolidin-1-yl)phenyl)benzenesulfonamide

Conditions

Conditions	Yield
Stage #1: 4-pyrrolidin-1-yl-aniline; 3-fluoro-5-formyl-4-hydroxybenzene-1-sulfonyl chloride With 4-methyl-morpholine In dichloromethane for 5h; Stage #2: With hydrogenchloride In dichloromethane for 3h;	4%

: 2632-65-7
4-pyrrolidin-1-yl-aniline

: 6727-73-7
4-iodobutyronitrile

: 855624-33-8
N,N-bis-(3-cyano-propyl)-4-pyrrolidino-aniline

Conditions

Conditions	Yield
With water; potassium carbonate; sodium hydrogensulfite

4-(1-Pyrrolidinyl)aniline Specification

The Benzenamine,4-(1-pyrrolidinyl)-, with the CAS registry number 2632-65-7, is also known as 4-Pyrrolidinoaniline. This chemical's molecular formula is C₁₀H₁₄N₂ and molecular weight is 162.23. What's more, its systematic name is 4-(pyrrolidin-1-yl)aniline.

Physical properties of Benzenamine,4-(1-pyrrolidinyl)- are: (1)ACD/LogP: 1.13; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 2; (4)#H bond donors: 2; (5)#Freely Rotating Bonds: 2; (6)Polar Surface Area: 6.48 Å²; (7)Index of Refraction: 1.609; (8)Molar Refractivity: 50.69 cm³; (9)Molar Volume: 146.2 cm³; (10)Polarizability: 20.09×10^-24cm³; (11)Surface Tension: 49.8 dyne/cm; (12)Density: 1.109 g/cm³; (13)Flash Point: 131.3 °C; (14)Enthalpy of Vaporization: 57.34 kJ/mol; (15)Boiling Point: 330.8 °C at 760 mmHg; (16)Vapour Pressure: 0.000162 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: c1(ccc(cc1)N2CCCC2)N
(2)InChI: InChI=1S/C10H14N2/c11-9-3-5-10(6-4-9)12-7-1-2-8-12/h3-6H,1-2,7-8,11H2
(3)InChIKey: URAARCWOADCWLA-UHFFFAOYSA-N

Product Name

4-PYRROLIDIN-1-YLANILINE

Synthetic route

4-(1-Pyrrolidinyl)aniline Specification

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