ChemicalBook CAS DataBase List 2-(3-AMINOPHENYL)PYRIDINE

2-(3-AMINOPHENYL)PYRIDINE synthesis

9synthesis methods

Product Name:2-(3-AMINOPHENYL)PYRIDINE
CAS Number:15889-32-4
Molecular formula:C11H10N2
Molecular Weight:170.21

109-04-6

30418-59-8

15889-32-4

General procedure for the synthesis of 3-(2-pyridyl)aniline from 2-bromopyridine and 3-aminophenylboronic acid: cf. Example 31; to a suspension of 2-bromopyridine (0.5 g, 3.2 mmol), 3-aminophenylboronic acid (0.49 g, 3.2 mmol), anhydrous K2CO3 (0.87 g, 6.3 mmol) and Pd(PPh3)4 (0.36 g, 0.32 mmol) in a suspension of 1,2-dimethoxyethane (50 mL) and water (0.66 mL) under argon protection. The reaction mixture was heated at 80 °C under argon atmosphere overnight. After completion of the reaction, it was cooled to room temperature and extracted by adding water and EtOAc. The organic and aqueous phases were separated, and the combined organic phase was dried with Na2SO4 and concentrated under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography using a mixed solvent of gradient polarity hexane-EtOAc as eluent to give 0.22 g of 3-(2-pyridinyl)aniline (Yield: 42%). LC-MS (Method 1): tR = 1.46 min; m/z = 171.2 [M + H]+.

109-09-1
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$10.60/1gm:

13331-27-6 Synthesis

13331-27-6
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$5.00/1g

15889-32-4
74 suppliers
$65.00/100mg

Yield: 78%

Reaction Conditions:

with potassium carbonate;hydrazine hydrate in water;N,N-dimethyl-formamide at 80; for 9 h;Suzuki-Miyaura Coupling;

Steps:

2.4 Preparation of Aminobiphenyls in the Presenceof Ni7-Pd3(at)BIHPS
General procedure: Aryl halide (1.0 mmol), phenylboronic acid (1.1 mmol),K2CO3(2.0 mmol), Ni7-Pd3BIHPS (0.03 g) and H2O/DMF (2:1, 3 mL) were mixed and heated at 80 °C for anappropriate time (monitored by TLC). Then, hydrazinehydrate (80 wt%, 6 eq) was added to the reaction vessel.After completion of the reduction process, the mixturewas filtered and washed with water. The organic layer wasextracted with ethyl acetate (3 × 15 mL) and dried overMgSO4.Then the organic solution was concentrated andpurified by column chromatography to obtain the finalproduct.

References:

Beigbaghlou, Somayyeh Sarvi;Javad Kalbasi, Roozbeh;Marjani, Katayoun;Habibi, Azizollah [Catalysis Letters,2018,vol. 148,# 8,p. 2446 - 2458]

109-04-6 Synthesis

109-04-6
532 suppliers
$6.00/25g

30418-59-8 Synthesis

30418-59-8
261 suppliers
$6.00/1g

15889-32-4
74 suppliers
$65.00/100mg

References