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2-Methoxy-3-pyridinamine

2-Methoxy-3-pyridinamine structure

CAS No:
20265-38-7
Formula:
C6H8N2O
Chemical Name:
2-Methoxy-3-pyridinamine
Synonyms:
3-Pyridinamine,2-methoxy-;Pyridine,3-amino-2-methoxy-;2-Methoxy-3-pyridinamine;3-Amino-2-methoxypyridine;2-Methoxy-3-aminopyridine;(2-Methoxypyridin-3-yl)amine
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

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Description

Reddish brown solid

2-Methoxy-3-pyridinamine Basic Attributes

Molecular Weight：

124.14

Exact Mass：

124.14

EC Number：

-0

DSSTox ID：

DTXSID60372093

HScode：

2933399090

Characteristics

PSA：

48.1

XLogP3：

0.5

Density：

1.1±0.1 g/cm3

Melting Point：

69 °C

Boiling Point：

116-118 °C

Flash Point：

99.3±21.8 °C

Refractive Index：

1.561

Vapor Pressure：

0.0377mmHg at 25°C

Safety Information

Hazard category：

IRRITANT

hazard class code：

20/21/22-36/37/38-41-37/38-22

safety instructions：

26-36/37/39-39

Marks：

Xi,Xn

Hazard note：

Irritant

Precautionary statement(s)：

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, P501

Hazard Statements：

H302

GHS Classification：

|Warning|H302 (75%): 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-Methoxy-3-pyridinamine Use and Manufacturing

(1)A solution of 2- methoxy-3-nitro-pyridine (70. g, 0.45 mol) in methanol (700 mL) containing palladium on carbon (7 g, 10 percent) was stirred under an atmosphere of hydrogen for 15 hours. The catalyst was filtered and washed with methanol. The filtrate was evaporated to dryness to give crude 2- methoxy-pyridin-3-ylamine (48 g, 0.39 mol, 87 percent), which was used directly in the next step.Compound 1 (20.8 g, 135 mmol) was dissolved in methanol (270 mL) and palladium on carbon (10percent Pd dry weight basis, Degussa type E101 NE/W, 50percent water content, 5.75 g, 2.7 mmol Pd) was added. The atmosphere was replaced with hydrogen (toggle between vacuum and hydrogen from a balloon five times), the mixture was stirred overnight, then filtered. The filtrate was concentrated under vacuum and the residue was taken up in a 1:1 hexanes:ethyl acetate mixture and washed with a 4:1 mixture of water and saturated NaHCO3, saturated NaHCO3 and brine. The organic layer was dried over MgSO4 and filtered and the filtrate was concentrated under reduced pressure to give compound 2 (12.43 g, 74percent) as a white solid. This material was used without purification.A solution of 2-methoxy-3-nitropyridine (50 g, 324.4 mmol) and 10percent Pd/C (5 g) in MeOH (500 ml_) was stirred under an atmosphere of HStep Four: To a suspension of 2-chloro-3-nitropyridine (5.00 g, 31.5 mmol) in anhydrous methanol (20 mL) at 0° C. under nitrogen, a solution of sodium methoxide in methanol (25percent, 14.4 mL, 63.1 mmol) was added dropwise over 30 minutes.

Computed Properties

Molecular Weight:124.14
XLogP3:0.5
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