6-Amino-1,2,3,4-tetrahydro-isoquinoline supplier

Name
6-AMINO-1,2,3,4-TETRAHYDRO-ISOQUINOLINE
EINECS
CAS No. 72299-67-3
Article Data6
CAS DataBase
Density 1.101g/cm³
Solubility
Melting Point
Formula C9H12 N2
Boiling Point 315.903°C at 760 mmHg
Molecular Weight 148.208
Flash Point 169.23°C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 6-AMINO-1,2,3,4-TETRAHYDRO-ISOQUINOLINE;1,2,3,4-TETRAHYDROISOQUINOLIN-6-AMINE;1,2,3,4-TETRAHYDRO-ISOQUINOLIN-6-YLAMINE
PSA 38.05000
LogP 1.82450

Synthetic route

: 1,2,3,4-tetrahydroisoquinolin-6-amine dihydrobromide

: 72299-67-3
1,2,3,4-tetrahydroisoquinolin-6-amine

Conditions

Conditions	Yield
With sodium hydroxide In water	100%

: 23687-26-5
6-isoquinolinamine

: 72299-67-3
1,2,3,4-tetrahydroisoquinolin-6-amine

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen; acetic acid In ethanol; water Flow reactor; Heating;	99%

: 22246-00-0
6-amino-3,4-dihydro-isoquinoline-1(2H)-one

: 72299-67-3
1,2,3,4-tetrahydroisoquinolin-6-amine

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran for 72h; Reduction; Heating;	0.6 g

: 23687-26-5
6-isoquinolinamine

: 164148-92-9
tert-butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate

: 3-{1-ethoxy-1-phenylmethylidene}-5-nitro-2-indolinone

: 72299-67-3
1,2,3,4-tetrahydroisoquinolin-6-amine

...Expand

: 42923-79-5
7-nitro-1,2,3,4-tetrahydroisoquinoline

: 186390-77-2
6-nitro-1,2,3,4-tetrahydro-isoquinoline

A: 72299-68-4
1,2,3,4-Tetrahydro-isoquinolin-7-ylamine

B: 72299-67-3
1,2,3,4-tetrahydroisoquinolin-6-amine

Conditions

Conditions	Yield
With iron; ammonium chloride In ethanol; water at 60℃; for 24h;

...Expand

: 164148-92-9
tert-butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate

: 72299-67-3
1,2,3,4-tetrahydroisoquinolin-6-amine

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; dichloromethane at 20℃; for 1.5h;	4.85 g

: 24424-99-5
di-tert-butyl dicarbonate

: 72299-67-3
1,2,3,4-tetrahydroisoquinolin-6-amine

: 164148-92-9
tert-butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; N,N-dimethyl-formamide at 40℃; under 7500.75 Torr; Flow reactor;	91%
In tetrahydrofuran; water at 20℃; for 3h;	73%
In tetrahydrofuran at 20℃; for 3h;	73%

: 5292-43-3
bromoacetic acid tert-butyl ester

: 72299-67-3
1,2,3,4-tetrahydroisoquinolin-6-amine

: 252061-95-3
6-amino-1,2,3,4-tetrahydroisoquinolineacetic acid 1,1-dimethylethyl ester

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃; for 24h; Condensation;	70%

: 72299-67-3
1,2,3,4-tetrahydroisoquinolin-6-amine

: 164148-93-0
6-[(4-cyanobenzoyl)amino]-1,2,3,4-tetrahydroisoquinolineacetic acid 1,1-dimethylethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 70 percent / K2CO3 / acetonitrile / 24 h / 20 °C 2: 60 percent / (1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide)*HCl; DMAP / CH2Cl2 / 12 h / 20 °C View Scheme

: 72299-67-3
1,2,3,4-tetrahydroisoquinolin-6-amine

: 164148-94-1
6-[[4-[[[(1,1-dimethylethoxy)carbonyl]amino]iminomethyl]benzoyl]amino]-1,2,3,4-tetrahydroisoquinolineacetic acid 1,1-dimethylethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 70 percent / K2CO3 / acetonitrile / 24 h / 20 °C 2: 60 percent / (1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide)*HCl; DMAP / CH2Cl2 / 12 h / 20 °C 3: 0.34 g View Scheme

: 72299-67-3
1,2,3,4-tetrahydroisoquinolin-6-amine

: 6-[[[4-(aminoiminomethyl)phenyl]carbonyl]amino]-1,2,3,4-tetrahydroisoquinolineacetic acid trifluoroacetate

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 70 percent / K2CO3 / acetonitrile / 24 h / 20 °C 2: 60 percent / (1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide)*HCl; DMAP / CH2Cl2 / 12 h / 20 °C 3: 0.34 g 4: 3 h / 20 °C View Scheme

: 72299-68-4
1,2,3,4-Tetrahydro-isoquinolin-7-ylamine

: 444731-75-3
2,3-dimethyl-N-(2-chloropyrimidin-4-yl)-N-methyl-2H-indazole-6-amine

: 72299-67-3
1,2,3,4-tetrahydroisoquinolin-6-amine

A: N4-(2,3-dimethyl-2H-indazol-6-yl)-N4-methyl-N2-(1,2,3,4-tetrahydroisoquinolin-7-yl)pyrimidine-2,4-diamine hydrochloride

B: N4-(2,3-dimethyl-2H-indazol-6-yl)-N4-methyl-N2-(1,2,3,4-tetrahydroisoquinolin-6-yl)pyrimidine-2,4-diamine hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In water; isopropyl alcohol Heating / reflux;

...Expand

: 86649-57-2
(Pyridin-3-yloxy)-acetic acid

: 72299-67-3
1,2,3,4-tetrahydroisoquinolin-6-amine

: 1-(6-amino-3,4-dihydro-1H-isoquinolin-2-yl)-2-(3-pyridyloxy)ethanone

Conditions

Conditions	Yield
Stage #1: (Pyridin-3-yloxy)-acetic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 45℃; for 1h; Inert atmosphere; Stage #2: 1,2,3,4-tetrahydroisoquinolin-6-amine In tetrahydrofuran; N,N-dimethyl-formamide for 2h; Inert atmosphere;	8.87 g

: 72299-67-3
1,2,3,4-tetrahydroisoquinolin-6-amine

: tert-butyl 4-[[2-[2-(3-pyridyloxy)acetyl]-3,4-dihydro-1H-isoquinolin-6-yl]sulfamoyl]piperidine-1-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 1 h / 45 °C / Inert atmosphere 1.2: 2 h / Inert atmosphere 2.1: triethylamine / dichloromethane / 3.5 h / 20 °C View Scheme

: 72299-67-3
1,2,3,4-tetrahydroisoquinolin-6-amine

: N-[2-[2-(3-pyridyloxy)acetyl]-3,4-dihydro-1H-isoquinolin-6-yl]piperidine-4-sulfonamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 1 h / 45 °C / Inert atmosphere 1.2: 2 h / Inert atmosphere 2.1: triethylamine / dichloromethane / 3.5 h / 20 °C 3.1: hydrogenchloride / dichloromethane; water / 17 h / 20 °C View Scheme

: 72299-67-3
1,2,3,4-tetrahydroisoquinolin-6-amine

: 1-(oxetan-3-yl)-N-[2-[2-(3-pyridyloxy)acetyl]-3,4-dihydro-1H-isoquinolin-6-yl]piperidine-4-sulfonamide

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 1 h / 45 °C / Inert atmosphere 1.2: 2 h / Inert atmosphere 2.1: triethylamine / dichloromethane / 3.5 h / 20 °C 3.1: hydrogenchloride / dichloromethane; water / 17 h / 20 °C 4.1: dichloromethane / 1 h / 20 °C 4.2: 20 °C View Scheme

: 72299-67-3
1,2,3,4-tetrahydroisoquinolin-6-amine

: N-[2-[2-(3-Pyridyloxy)acetyl]-3,4-dihydro-1H-isoquinolin-6-yl]-1-(tetrahydropyran-4-carbonyl)piperidine-4-sulfonamide

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 1 h / 45 °C / Inert atmosphere 1.2: 2 h / Inert atmosphere 2.1: triethylamine / dichloromethane / 3.5 h / 20 °C 3.1: hydrogenchloride / dichloromethane; water / 17 h / 20 °C 4.1: triethylamine / dichloromethane / 0.5 h 4.2: 0.5 h / 0 °C View Scheme

6-Amino-1,2,3,4-tetrahydro-isoquinoline Chemical Properties

IUPAC Name: 1,2,3,4-Tetrahydroisoquinolin-2-ium-6-amine
Systematic of 6-Amino-1,2,3,4-tetrahydro-isoquinoline (CAS NO.72299-67-3): 7-Amino-1,2,3,4-tetrahydroisoquinoline ; 1,2,3,4-Tetrahydroisoquinolin-7-ylamine
CAS NO: 72299-67-3
Molecular Formula of 6-Amino-1,2,3,4-tetrahydro-isoquinoline (CAS NO.72299-67-3): C₉H₁₂N₂
Molecular Weight of 6-Amino-1,2,3,4-tetrahydro-isoquinoline (CAS NO.72299-67-3): 148.205
Molecular Structure:

Product Categories: pharmacetical;Quinoline series
H bond acceptors: 2
H bond donors: 3
Freely Rotating Bonds: 1
Polar Surface Area: 38.05 Å²
Index of Refraction: 1.6
Molar Refractivity: 46.011 cm³
Molar Volume: 134.576 cm³
Surface Tension: 46.882 dyne/cm
Density: 1.101 g/cm³
Flash Point: 169.23 °C
Enthalpy of Vaporization: 55.719 kJ/mol
Boiling Point: 315.903 °C at 760 mmHg

Product Name

6-AMINO-1,2,3,4-TETRAHYDRO-ISOQUINOLINE

Synthetic route

6-Amino-1,2,3,4-tetrahydro-isoquinoline Chemical Properties

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