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3-Amino-4-phenylpyridine

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3-Amino-4-phenylpyridine Basic information
Product Name:3-Amino-4-phenylpyridine
Synonyms:4-PHENYL-PYRIDIN-3-YLAMINE;4-PHENYL-3-PYRIDINAMINE;4-Phenylpyridin-3-aMine hydrochloride;3-PyridinaMine, 4-phenyl-;4-phenylpyridin-3-aMine;3-Amino-4-phenylpyridine
CAS:146140-99-0
MF:C11H10N2
MW:170.21
EINECS:
Product Categories:Amines;Pyridines;Pyridine;API intermediates
Mol File:146140-99-0.mol
3-Amino-4-phenylpyridine Structure
3-Amino-4-phenylpyridine Chemical Properties
Boiling point 334.6±22.0 °C(Predicted)
density 1.133
storage temp. 2-8°C(protect from light)
pka6.33±0.18(Predicted)
AppearanceWhite to off-white Solid
Safety Information
HS Code 2933399990
MSDS Information
3-Amino-4-phenylpyridine Usage And Synthesis
Synthesis
3-NITRO-4-PHENYLPYRIDINE

220952-00-1

3-AMINO-4-PHENYLPYRIDINE

146140-99-0

General procedure for the synthesis of 3-amino-4-phenylpyridine from 3-nitro-4-phenylpyridine: 3-nitro-4-phenylpyridine (600 mg, 3.00 mmol) and 10% palladium-carbon catalyst (319 mg, 0.150 mmol) were suspended in methanol (20 mL). The reaction mixture was stirred for 3 h at room temperature under hydrogen atmosphere (1 atm). Upon completion of the reaction, the catalyst was filtered through a diatomaceous earth pad to remove the catalyst. The filtrate was concentrated under reduced pressure to give an off-white solid 3-amino-4-phenylpyridine (420 mg, 2.468 mmol, 82% yield). The structure of the product was confirmed by NMR hydrogen spectroscopy (400 MHz, DMSO-d6): δ 8.11 (s, 1H), 7.85 (d, J = 4.8 Hz, 1H), 7.54-7.47 (m, 4H), 7.45-7.38 (m, 1H), 7.00 (d, J = 4.5 Hz, 1H), 5.10 (br.s., 2H); liquid chromatography-mass spectrometry (ESI) showed m/z 171.1 [(M + H)+, calculated value C11H11N2 171.1].

References[1] Journal of Heterocyclic Chemistry, 2001, vol. 38, # 1, p. 99 - 104
[2] Angewandte Chemie - International Edition, 2013, vol. 52, # 1, p. 304 - 309
[3] Angew. Chem., 2013, vol. 125, # 1, p. 322 - 327,6
[4] Patent: WO2018/98411, 2018, A1. Location in patent: Page/Page column 85
3-Amino-4-phenylpyridine Preparation Products And Raw materials
Raw materials3-Nitro-4-phenylpyridine-->3-Amino-4-chloropyridine-->Phenylboronic acid-->Activated carbon-->Methanol-->Palladium-->Hydrogen
Tag:3-Amino-4-phenylpyridine(146140-99-0) Related Product Information
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