ChemicalBook--->CAS DataBase List--->524955-09-7

524955-09-7

524955-09-7 Structure

524955-09-7 Structure
IdentificationBack Directory
[Name]

AKOS B033273
[CAS]

524955-09-7
[Synonyms]

AKOS B033273
methoxy)aniL
oro-4-(2-pyridyL
ART-CHEM-BB B033273
Neratinib Impurity 41
UKRORGSYN-BB BBV-019513
Neratinib Intermediate1
AKOS B033273(524955-09-7)
524955-09-7 AKOS B033273
AKOS B033273 ISO 9001:2015 REACH
3-Chloro-4-(pyridin-2-ylmethoxy)
3-Chloro-4-(2-pyridylmethoxy)aniline
3-chloro-4-(pyridin-2-ylmethoxy)aniline
3-Chloro-4-(pyridine-2-ylmethoxy)aniline
3-Chloro-4-[(pyridin-2-yl)Methyloxy]aniline
3-CHLORO-4-(PYRIDIN-2-YLMETHOXY)-BENZENAMINE
3-CHLORO-4-(PYRIDIN-2-YLMETHOXY)-PHENYLAMINE
3-chloro-4-(2-pyridinylMethoxy)- BenzenaMine
BenzenaMine, 3-chloro-4-(2-pyridinylMethoxy)-
4-((pyridin-2-yl)methoxy)-3-chlorobenzenamine
3-Chloro-4-(pyridin-2-ylmethoxy)aniline (Neratinib Impurity)
3-Chloro-4-[(pyridin-2-yl)Methoxy]benzenaMine [3-Chloro-4-(pyridin-2-ylMethoxy)phenyl]aMine
[EINECS(EC#)]

1592732-453-0
[Molecular Formula]

C12H11ClN2O
[MDL Number]

MFCD08699389
[MOL File]

524955-09-7.mol
[Molecular Weight]

234.685
Questions And AnswerBack Directory
[Physical Form]

Solid
Chemical PropertiesBack Directory
[Melting point ]

91.0 to 95.0 °C
[Boiling point ]

402.5±35.0 °C(Predicted)
[density ]

1.292±0.06 g/cm3(Predicted)
[storage temp. ]

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

powder to crystal
[pka]

3.88±0.10(Predicted)
[color ]

White to Light yellow to Light orange
[InChI]

InChI=1S/C12H11ClN2O/c13-11-7-9(14)4-5-12(11)16-8-10-3-1-2-6-15-10/h1-7H,8,14H2
[InChIKey]

XCAPJQSICQSUJP-UHFFFAOYSA-N
[SMILES]

C1(N)=CC=C(OCC2=NC=CC=C2)C(Cl)=C1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P280-P302+P352-P305+P351+P338
[HS Code ]

2933399990
Hazard InformationBack Directory
[Uses]

3-Chloro-4-(2-pyridylmethoxy)aniline was used for preparation of disubstituted (arylamino)quinolinecarbonitriles as orally active irreversible inhibitors of human epidermal growth factor receptor-2 kinase activity and antitumor agents.
[Synthesis]

3-chloro-4-(pyridin-2-ylmethoxy)aniline is synthesised using 2-((2-Chloro-4-nitrophenoxy)methyl)pyridine as a raw material by chemical reaction. The specific synthesis steps are as follows:
The 2-((2-chloro-4-nitrophenoxy)methyl)pyridine (3.9 g, 15 mmol), zinc powder (5.8 g, 88 mmol) and ammonium chloride (2.4 g, 44 mmol) were added into a mixed solution of ethanol (60 mL) and H2O (10 mL). The mixture was stirred at 60° C. overnight. Then the reaction mixture was poured into 200 mL of H2O, extracted with ethyl acetate. The organic phase was separated, washed with saturated brine and dried. The solvent was removed in vacuo, and the compound shown in the title (3.4 g, 98percent) was obtained. 1H NMR (CDCl3): δ 8.57 (1H, d, J=4.8 Hz), 7.75-7.70 (1H, m), 7.65-7.63 (1H, m), 7.23-7.20 (1H, m), 6.81 (1H, d, J=9.2 Hz), 6.77 (1H, d, J=2.8 Hz), 5.18 (2H, s), 3.48 (2H, br).
3-chloro-4-(pyridin-2-ylmethoxy)aniline synthesis
[References]

[1] Patent: US2016/214964, 2016, A1. Location in patent: Paragraph 0140
[2] Patent: US2006/270668, 2006, A1. Location in patent: Page/Page column 16-17
[3] Patent: US2006/270668, 2006, A1. Location in patent: Page/Page column 16-17
[4] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 11, p. 3090 - 3104
[5] Patent: WO2009/33581, 2009, A1. Location in patent: Page/Page column 60-61
Spectrum DetailBack Directory
[Spectrum Detail]

AKOS B033273(524955-09-7)1HNMR
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