| Identification | More | [Name]
5-Amino-2-methoxypyridine | [CAS]
6628-77-9 | [Synonyms]
2-METHOXY-5-AMINOPYRIDINE
3-PYRIDINAMINE, 6-METHOXY-
5-AMINO-2-METHOXYPYRIDINE
6-Methoxy-3-pyridylamine
6-METHOXY-PYRIDIN-3-YLAMINE
OTAVA-BB BB7020410079
3-Amino-6-methoxypyridine
5-amino-2-methoxy-pyridin
6-methoxy-3-pyridinamin
6-Methoxy-3-pyridinamine
Pyridine,5-amino-2-methoxy-
5-Amino-2-Methoxy Pyridine 2-Methoxy-5-Amino Pyridine
5-Amino-2-Methoxypyridine95%
6-METHOXYPYRIDIN-3-AMINE
5-Amino-2-methoxypyridine, tech., 90%
5-Amino-2-methoxy
5-AMINO-2-METHOXYPYRIDIN (HAZARDOUS)
5-AMINO-2-METHOXYPYRIDIN (NON-HAZARDOUS)
2-METHOXY-5-AMINOPYRIDINE 6-METHOXY-PYRIDIN-3-YLAMINE
6-METHOXY-3-PYRIDINYLAMINE | [EINECS(EC#)]
229-612-8 | [Molecular Formula]
C6H8N2O | [MDL Number]
MFCD00006264 | [Molecular Weight]
124.14 | [MOL File]
6628-77-9.mol |
| Chemical Properties | Back Directory | [Appearance]
yellow-brown or red to very dark red liquid | [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) | [form ]
Liquid | [pka]
4.33±0.10(Predicted) | [color ]
Yellow-brown or red to very dark red | [Water Solubility ]
Slightly soluble | [Detection Methods]
HPLC,NMR | [CAS DataBase Reference]
6628-77-9(CAS DataBase Reference) | [NIST Chemistry Reference]
5-Amino-2-methoxypyridine(6628-77-9) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
US1836000
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Chemical Properties]
yellow-brown or red to very dark red liquid | [Uses]
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. | [Synthesis]
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] Chemical and Pharmaceutical Bulletin, 1982, vol. 30, # 1, p. 302 - 318
[5] Journal of Heterocyclic Chemistry, 1983, vol. 20, # 1, p. 199 - 203 |
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