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8-Isoquinolinamine

8-Isoquinolinamine structure

CAS No:
23687-27-6
Formula:
C9H8N2
Chemical Name:
8-Isoquinolinamine
Synonyms:
8-Isoquinolinamine;Isoquinoline,8-amino-;8-Aminoisoquinoline
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

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Description

Brown solid

8-Isoquinolinamine Basic Attributes

Molecular Weight：

144.17

Exact Mass：

144.17

HScode：

2933499090

Characteristics

PSA：

38.9

XLogP3：

1.4

Appearance：

Brown Crystalline Powder

Density：

1.2±0.1 g/cm3

Melting Point：

174 °C

Boiling Point：

289.8°C at 760 mmHg

Flash Point：

183.3±8.1 °C

Refractive Index：

1.708

Storage Conditions：

Keep Cold

Vapor Pressure：

0mmHg at 25°C

Safety Information

hazard class code：

safety instructions：

26-39

Marks：

Hazard note：

Harmful/Irritant/Keep Cold

Precautionary statement(s)：

P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501

Hazard Statements：

H302

8-Isoquinolinamine Use and Manufacturing

A suspension of 5-bromo-8-nitro-isoquinoline (2.0 g, 7.93 mmol), triethylamine(1.2 g, 11.90 mmol) and PdVC (10percent; 200 mg) in dimethylformamide (10 mL) was hydrogenated at atmospheric pressure for 2 h. The reaction mixture was filtered through Celite and washed with ethyl acetate. The filtrate was concentrated in vacuo to afford isoquinolin-8-amine (700 mg, 66percent) as a pale yellow solid.8 -Amino iso quino line 5-Bromo-8-mtroisoquinoline (1.00 g, 3.95 mmol) in MeOH (70 mL) was hydrogenated at ambient temperature and pressure over palladium on active carbon (10percent Pd, 200 mg) for 18 h. The mixture was filtered through CeliteA suspension of 5-bromo-8-nitro-isoquinoline (2.0 g, 7.93 mmol), triethylamine(1.2 g, 11.90 mmol) and PdVC (10%; 200 mg) in dimethylformamide (10 mL) was hydrogenated at atmospheric pressure for 2 h. The reaction mixture was filtered through Celite and washed with ethyl acetate. The filtrate was concentrated in vacuo to afford isoquinolin-8-amine (700 mg, 66%) as a pale yellow solid.8 -Amino iso quino line 5-Bromo-8-mtroisoquinoline (1.00 g, 3.95 mmol) in MeOH (70 mL) was hydrogenated at ambient temperature and pressure over palladium on active carbon (10% Pd, 200 mg) for 18 h. The mixture was filtered through Celite and concentrated.The residue was purified by chromatography (EtOAc :heptane) to give the title compound (100 mg, 18%) as a green-brown solid. 1H NMR (DMSO-de, 400 MHz) delta 9.43 (s, IH), 8.32 (d, IH), 7.54 (d, IH)5 7.40 (dd, IH), 6.99 (d, IH), 6.72 (d, IH), 6.22 (s, 2H).EXAMPLE 57C Isoquinolin-8-amine The product from Example 57B was treated with Pd/C under a hydrogen atmosphere to provide the title compound. The product from Example 57C and trichloroacetylchloride were processed as described in to provide the title compound.EXAMPLE 57C isoquinolin-8-amine The product from Example 57B was treated with Pd/C under a hydrogen atmosphere to provide the title compound.EXAMPLE 57C isoquinolin-8-amine The product from Example 57B was treated with Pd/C under a hydrogen atmosphere to provide the title compound.Example 57C isoquinolin-8-amine The product from Example 57B was treated with Pd/C under a hydrogen atmosphere to provide the title compound.

Material

Magnesium sulfate heptahydrate

Hexane

Triethylamine

Hydrogen

Ammonium hydroxide

Ethyl acetate

N-Heptane

Sulfuric acid, sodium salt

Sodium carbonate

Ammonium acetate

Sodium chloride

Sulfuric acid

Sodium sulfate

PETROLEUM ETHER

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