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5-Amino-2-methoxypyridine

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5-Amino-2-methoxypyridine manufacturers

  • 6-methoxypyridin-3-amin
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  • $200.00 / 1KG
  • 2025-09-25
  • CAS:6628-77-9
  • Min. Order: 1KG
  • Purity: 99%, 99.5% Sublimated
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5-Amino-2-methoxypyridine Basic information
Product Name:5-Amino-2-methoxypyridine
Synonyms:3-PYRIDINAMINE, 6-METHOXY-;5-AMINO-2-METHOXYPYRIDINE;6-Methoxy-3-pyridylamine;6-METHOXY-PYRIDIN-3-YLAMINE;2-METHOXY-5-AMINOPYRIDINE;OTAVA-BB BB7020410079;3-Amino-6-methoxypyridine;5-amino-2-methoxy-pyridin
CAS:6628-77-9
MF:C6H8N2O
MW:124.14
EINECS:229-612-8
Product Categories:Amino-pyridine series;Pyridines derivates;Pyridines;Boronic Acid;Heterocyclic Building Blocks;Pyridine series;Pyridines, Pyrimidines, Purines and Pteredines;Pyridine;piridines;C6
Mol File:6628-77-9.mol
5-Amino-2-methoxypyridine Structure
5-Amino-2-methoxypyridine Chemical Properties
Melting point 29-31 °C (lit.)
Boiling point 85-90 °C/1 mmHg (lit.)
density 1.575
refractive index n20/D 1.575(lit.)
Fp >230 °F
storage temp. 2-8°C
solubility Chloroform, Methanol (Slightly)
pka4.33±0.10(Predicted)
form Liquid
color Yellow-brown or red to very dark red
Water Solubility Slightly soluble
InChI1S/C6H8N2O/c1-9-6-3-2-5(7)4-8-6/h2-4H,7H2,1H3
InChIKeyUUVDJIWRSIJEBS-UHFFFAOYSA-N
SMILESCOc1ccc(N)cn1
CAS DataBase Reference6628-77-9(CAS DataBase Reference)
NIST Chemistry Reference5-Amino-2-methoxypyridine(6628-77-9)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 22-36/37/38
Safety Statements 26-37/39-36
WGK Germany 3
RTECS US1836000
HazardClass IRRITANT
HS Code 29339900
Storage Class10 - Combustible liquids
Hazard ClassificationsAcute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
6-Methoxy-3-pyridylamine English
SigmaAldrich English
ACROS English
5-Amino-2-methoxypyridine Usage And Synthesis
Chemical Propertiesyellow-brown or red to very dark red liquid
Uses5-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.
DefinitionChEBI: 6-Methoxypyridin-3-amine is an aminopyridine.
Application5-Amino-2-methoxypyridine is widely used in drug synthesis, organic synthesis and materials science due to its unique chemical properties and diverse reaction pathways.
Chemical ReactivityThe 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.
Synthesis
2-Methoxy-5-nitropyridine

5446-92-4

5-Amino-2-methoxypyridine

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%.

References[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
Tag:5-Amino-2-methoxypyridine(6628-77-9) Related Product Information
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