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Home > Encyclopedia > 2-Amino-6-methoxypyridine

2-Amino-6-methoxypyridine

2-Amino-6-methoxypyridine structure

2-Amino-6-methoxypyridine 

structure
  • CAS No:

    17920-35-3

  • Formula:

    C6H8N2O

  • Chemical Name:

    2-Amino-6-methoxypyridine

  • Synonyms:

    6-Methoxy pyridine-2-amine;2-AMINO-6-METHOXYPYRIDINE;6-METHOXY-2-PYRIDINAMINE;6-METHOXY-2-PYRIDINAMINE HYDROCHLORIDE;6-METHOXY-2-PYRIDINEAMINE;6-METHOXY-2-AMINOPYRIDINE;6-METHOXYPYRIDIN-2-AMINE;6-METHOXY-PYRIDIN-2-YLAMINE

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

2-Amino-6-methoxypyridine Basic Attributes

124.14

124.063660

DTXSID80342238

2933399090

Characteristics

48.1

1.6

Brown Liquid

1.139±0.06 g/cm3(Predicted)

115°C/13mmHg(lit.)

92.6±21.8 °C

1.5760-1.5800

Slightly soluble in water.

0-10°C

0.0694mmHg at 25°C

Safety Information

IRRITANT

NONH for all modes of transport

3

22-36

26

Xi,Xn

P305 + P351 + P338

H302-H319

|Warning|H302 (25%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 4 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

2-Amino-6-methoxypyridine Use and Manufacturing

To a solution of Example 63 Synthesis of 2-(chloromethyl)-5-methoxyimidazo[1, 2-a]pyridine. A solution of 6-methoxypyridin-2-amine (500 mg, 4.1 mmol) and 1, 3-dichloropropan-2-one (2.58 g, 20.5 mmol) in DMF (10 mL) was stirred at 90 C. for 2 h. Then the reaction mixture was diluted with H2O (100 mL) and extracted with EtOAc (100 mL*3). The combined organic layers were dried over Na2SO4, concentrated and purified by column chromatography (CH2Cl2/MeOH=3/1) to give the desired product 2-(chloromethyl)-5-methoxyimidazo[1, 2-a]pyridine (200 mg, yield: 25%) as brown oil. ESI-MS [M+H]+: 197.1.General procedure: To a solution of 5-(2-chloropyrimidin-4-yl)-2-(oxan-4-yloxy)benzonitrile (930 mg, 3.0 mmol) in dioxane (25 mL) was added tert-butyl carbamate (450 mg, 3.8 mmol), Pd(OAc)2 (70 mg, 0.3 mmol), BINAP (590 mg, 0.9 mmol) and Cs2C03 (1550 mg, 4.8 mmol) at room temperature. The resulting mixture was stirred for 3 h at 120 C. After cooling to room temperature, the reaction mixture was concentrated under reduced pressure and the residue was purified by flash chromatography eluting with EtOAc in hexane (0 % to 66 % gradient) to yield tert-butyl N-[4- [3-cyano-4-(oxan-4-yloxy)phenyl]pyrimidin-2-yl]carbamate as an yellow solid (680 mg, 58 %). MS: m/z = 397.3 [M+H]+.

Computed Properties

Molecular Weight:124.14
XLogP3:1.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:124.063662883
Monoisotopic Mass:124.063662883
Topological Polar Surface Area:48.1
Heavy Atom Count:9
Complexity:87.1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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