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3,5-Dimethoxypyridine

3,5-Dimethoxypyridine structure

CAS No:
18677-48-0
Formula:
C7H9NO2
Chemical Name:
3,5-Dimethoxypyridine
Synonyms:
Pyridine,3,5-dimethoxy-;3,5-Dimethoxypyridine
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

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Description

Colorless to Pale Yellow Oil

3,5-Dimethoxypyridine Basic Attributes

Molecular Weight：

139.15

Exact Mass：

139.15

DSSTox ID：

DTXSID50355850

HScode：

2933399090

Characteristics

PSA：

31.4

XLogP3：

0.8

Density：

1.064±0.06 g/cm3(Predicted)

Boiling Point：

225.6±20.0 °C(Predicted)

Flash Point：

82.0±12.0 °C

Refractive Index：

1.489

Storage Conditions：

Refrigerator

3,5-Dimethoxypyridine Use and Manufacturing

To a vial charged with 2, 5-difluoropyridine (127 mg, 1.1 mmol) was added a 25percent solution of sodium methoxide in methanol (2 mL). Upon completion of addition, the reaction mixture was heated at 135 [0315] To a solution of 3, 5-difluoropyridine (5.4 g, 46.8 mmol, 1 eq.) in MeOH (45 mL) was added NaOMe (7.5 g, 140.4 mmol). The mixture was divided into three microwave tubes and individually heated at 135 °C for 1 h in a microwave reactor. The three tubes were combined, concentrated, and diluted with a mixture EtOAc (100 mL) and brine (30 mL). The organic layerwas dried over Na2504 and concentrated. The crude was re-dissolved in MeOH (45 mL) and added NaOMe (7.5 g, 140.4 mmol). The mixture was again divided into three microwave tubes and individually heated at 135 °C for 1 h in a microwave reactor. The three tubes were combined and concentrated. The crude was dissolved in a mixture of EtOAc (200 mL) and brine (30 mL). The organic layer was dried over Na2SO4, concentrated, and purified on silica gelusing a mixture of EtOAc and hexanes as eluent to give 3, 5-dimethoxypyridine (3.73 g, 57percent) as an off-white solid. 1H NMR (400 MHz, CDCl3) δ 7.98 (d, J— 2.4 Hz, 2H), 6.76 (t, J 2.4 Hz, 1H), 3.88 (s, 6H). LRMS (M+HStep 1;To a solution of 3, 5-difluoropyridine (5.4 g, 46.8 mmol, 1 eq.) in MeOH (45 mL) was added NaOMe (7.5 g, 140.4 mmol). The mixture was divided into three microwave tubes and individually heated at 135° C. for 1 h in a microwave reactor. The three tubes were combined, concentrated, and diluted with a mixture EtOAc (100 mL) and brine (30 mL). The organic layer was dried over Na

Computed Properties

Molecular Weight:139.15
XLogP3:0.8
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:139.063328530
Monoisotopic Mass:139.063328530
Topological Polar Surface Area:31.4
Heavy Atom Count:10
Complexity:87.6
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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CAS No.: 18677-48-0

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