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72299-67-3

Basic Information
CAS No.: 72299-67-3
Name: 6-Isoquinolinamine,1,2,3,4-tetrahydro-
Molecular Structure:
Molecular Structure of 72299-67-3 (6-Isoquinolinamine,1,2,3,4-tetrahydro-)
Formula: C9H12 N2
Molecular Weight: 148.2
Synonyms: 6-AMINO-1,2,3,4-TETRAHYDRO-ISOQUINOLINE;1,2,3,4-TETRAHYDROISOQUINOLIN-6-AMINE;1,2,3,4-TETRAHYDRO-ISOQUINOLIN-6-YLAMINE
EINECS:
Density: 1.101g/cm3
Melting Point:
Boiling Point: 315.903°C at 760 mmHg
Flash Point: 169.23°C
Solubility:
Appearance:
Hazard Symbols:
Risk Codes:
Safety:
Transport Information:
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
ConditionsYield
With sodium hydroxide In water100%
23687-26-5

6-isoquinolinamine

72299-67-3

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

Conditions
ConditionsYield
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
ConditionsYield
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

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
ConditionsYield
With iron; ammonium chloride In ethanol; water at 60℃; for 24h;
164148-92-9

tert-butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate

72299-67-3

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

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With hydrogenchloride In water; isopropyl alcohol Heating / reflux;
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
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Chemistry

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