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85333-26-2

85333-26-2 Structure

85333-26-2 Structure
IdentificationBack Directory
[Name]

2-Amino-4-(benzyloxy)pyridine
[CAS]

85333-26-2
[Synonyms]

4-(Benzyloxy)pyridin-2-amine
2-Amino-4-(benzyloxy)pyridine
4-phenylmethoxy-2-pyridinamine
4-phenylmethoxypyridin-2-amine
2-Pyridinamine, 4-(phenylmethoxy)-
[Molecular Formula]

C12H12N2O
[MDL Number]

MFCD12405835
[MOL File]

85333-26-2.mol
[Molecular Weight]

200.24
Chemical PropertiesBack Directory
[Boiling point ]

379.7±27.0 °C(Predicted)
[density ]

1.180
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[pka]

7.76±0.11(Predicted)
[Appearance]

Light yellow to yellow Solid
[InChI]

InChI=1S/C12H12N2O/c13-12-8-11(6-7-14-12)15-9-10-4-2-1-3-5-10/h1-8H,9H2,(H2,13,14)
[InChIKey]

RAFCWIXBEWVPGL-UHFFFAOYSA-N
[SMILES]

C1(N)=NC=CC(OCC2=CC=CC=C2)=C1
Spectrum DetailBack Directory
[Spectrum Detail]

2-Amino-4-(benzyloxy)pyridine(85333-26-2)1HNMR
Hazard InformationBack Directory
[Synthesis]

4-(benzyloxy)-2-chloropyridine

182556-72-5

2-Amino-4-(benzyloxy)pyridine

85333-26-2

Step A: Preparation of 4-(benzyloxy)pyridin-2-amine: 4-(benzyloxy)-2-chloropyridine (1.10 g, 5.01 mmol), Pd2dba3 (46 mg, 0.05 mmol), and 2-(dicyclohexylphosphino)-2',4',6'-tripropyl-1,1 '-biphenyl (57 mg, 0.120 mmol) were dissolved in THF (10 mL) in THF (10 mL) and a 1.0 M solution of ammonia in THF (6 mL) was added. The mixture was heated to 65 °C for 30 min of reaction and then cooled to room temperature. The reaction mixture was concentrated by a silica gel column and eluted with a 20:1 solvent mixture of ethyl acetate/methanol to give a light golden solid product (0.97 g, 96% yield).

[References]

[1] Patent: EP2090575, 2009, A1. Location in patent: Page/Page column 54-55
[2] Patent: WO2018/65365, 2018, A1. Location in patent: Page/Page column 114-115
[3] Patent: WO2007/89512, 2007, A1. Location in patent: Page/Page column 181
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