6-Methoxy-3-pyridylamin

Bezeichnung:6-Methoxy-3-pyridylamin

CAS-Nr6628-77-9

Englisch Name:5-Amino-2-methoxypyridine

CBNumberCB9280737

SummenformelC6H8N2O

Molgewicht124.14

MOL-Datei6628-77-9.mol

Synonyma

6-Methoxy-3-pyridylamin

6-Methoxy-3-pyridylamin physikalisch-chemischer Eigenschaften

Schmelzpunkt	29-31 °C (lit.)
Siedepunkt	85-90 °C/1 mmHg (lit.)
Dichte	1.575
Brechungsindex	n20/D 1.575(lit.)
Flammpunkt	>230 °F
storage temp.	2-8°C
Löslichkeit	Chloroform, Methanol (Slightly)
pka	4.33±0.10(Predicted)
Aggregatzustand	Liquid
Farbe	Yellow-brown or red to very dark red
Wasserlöslichkeit	Slightly soluble
InChI	1S/C6H8N2O/c1-9-6-3-2-5(7)4-8-6/h2-4H,7H2,1H3
InChIKey	UUVDJIWRSIJEBS-UHFFFAOYSA-N
SMILES	COc1ccc(N)cn1
CAS Datenbank	6628-77-9(CAS DataBase Reference)
NIST chemische Informationen	5-Amino-2-methoxypyridine(6628-77-9)

Sicherheit

Kennzeichnung gefährlicher	Xn,Xi
R-Sätze:	22-36/37/38
S-Sätze:	26-37/39-36
WGK Germany	3
RTECS-Nr.	US1836000
HazardClass	IRRITANT
HS Code	29339900
Speicherklasse	10 - Combustible liquids
Hazard Classifications	Acute Tox. 4 Oral Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

Gefahreninformationscode (GHS)

5-Amino-2-methoxypyridine Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Chemische Eigenschaften
yellow-brown or red to very dark red liquid
Verwenden
5-Amino-2-methoxypyridine is used as a reagent in the synthesis of a novel series of thienopyrimidines as highly potent and selective PI3K inhibitors. 5-Amino-2-methoxypyridine is also used to synthesize EMPA (E521550); a novel high-affinity selective antagonist for the OX2 receptor.
Definition
ChEBI: 6-Methoxypyridin-3-amine is an aminopyridine.
Application
5-Amino-2-methoxypyridine is widely used in drug synthesis, organic synthesis and materials science due to its unique chemical properties and diverse reaction pathways.
Chemische Reaktivität
The amino unit in 5-Amino-2-methoxypyridine structure has significant nucleophilicity. It can undergo condensation reactions with acyl chlorides under alkaline conditions to give the corresponding amide derivatives, and it can also undergo condensation reactions with organic carboxylic acids in the presence of condensing agents.
Synthese

5446-92-4

6628-77-9

The general procedure for the synthesis of 5-amino-2-methoxypyridine from 5-nitro-2-methoxypyridine was as follows: 67.28 g of 2-methoxy-5-nitropyridine (0.1 mol), 0.50 g of 10% Pd/C were sequentially added to methanol, hydrogen was passed to a pressure of 0.01 MPa, and the reaction was carried out for 62±1.5 hours. Upon completion of the reaction, the reaction solution was cooled to room temperature and filtered to recover the 10% Pd/C catalyst. The filtrate was concentrated under reduced pressure to recover solvent. The residue was extracted twice with 75 g of dichloroethane and the combined extracts were washed once with purified water. Subsequently, the extract was evaporated under reduced pressure to afford a slightly yellow oily liquid 5-amino-2-methoxypyridine 11.69 g. The purity was determined by HPLC to be 97.63% and the yield was 92.03%.
Einzelnachweise
[1] Synthesis, 2006, # 19, p. 3316 - 3340
[2] Tetrahedron Letters, 2010, vol. 51, # 5, p. 786 - 789
[3] Chemical and Pharmaceutical Bulletin, 1982, vol. 30, # 1, p. 302 - 318
[4] Journal of Heterocyclic Chemistry, 1983, vol. 20, # 1, p. 199 - 203

5-Amino-2-methoxypyridine Upstream-Materialien And Downstream Produkte

6-Methoxy-3-pyridylamin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

6628-77-9, 5-Amino-2-methoxypyridine Verwandte Suche:

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