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2-Amino-3-fluoropyridine

2-Amino-3-fluoropyridine structure

CAS No:
21717-95-3
Formula:
C5H5FN2
Chemical Name:
2-Amino-3-fluoropyridine
Synonyms:
3-FLUORO-PYRIDIN-2-YLAMINE;2-AMINO-3-FLUOROPYRIDINE;2-Amino-3-fluoropyridine97%;3-FLUOROPYRIDIN-2-AMINE;2-AMINO-3-FLUOROPYRIDINE 98%;BENZYL TERT-BUTANONE;2-AMino-3-fluoropyridine;3-Fluoro-2-aminopyridine
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

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Description

Light yellow Cryst

2-Amino-3-fluoropyridine Basic Attributes

Molecular Weight：

112.11

Exact Mass：

112.043678

DSSTox ID：

DTXSID60376470

HScode：

29333990

Characteristics

PSA：

38.9

XLogP3：

0.6

Density：

1.3±0.1 g/cm3

Melting Point：

39-43℃

Boiling Point：

110°C/65mmHg(lit.)

Flash Point：

90℃

Refractive Index：

1.554

Storage Conditions：

Refrigerated.

Safety Information

Hazard category：

IRRITANT

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38-36-22

safety instructions：

26-36/37/39

Marks：

T,Xi,Xn

Precautionary statement(s)：

P305 + P351 + P338

Hazard Statements：

H302-H319

GHS Classification：

|Warning|H302 (86.96%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, 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 46 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

2-Amino-3-fluoropyridine Use and Manufacturing

In 1000ml single neck flask of 2-amino-3-fluoro-5-chloropyridine (50g, 0.341mol) was dissolved in methanol (600ml) was added aqueous ammonia (50ml), with hydrogen in the Pd (2.5g, 23.5mmol) under catalytic reduction, the reaction was completed, filtration to remove Pd / C, and the filter cake washed with methanol, the filtrate concentrated under reduced pressure to give a white solid crude, the crude dissolved in water, (200ml * 4) and extracted with ethyl acetate, the organic layer was collected with anhydrous NaSODifferent 03- and 05-substituted directing group were found to be suitable for the Zn(OAc)2.17H20- catalysed directed cleavage of I with iPrOH (lOa). Both electron-withdrawing (F, Cl, 000R, NO2, ON, OF3) and electron-donating (Alkyl, Ph, OR) groups in 03- and 05-position of the py-DG were evaluated (Example Table E2).General procedure: 2-Fluoro-3-iodopyridine (1 mmol, 223.0 mg), acetamidine hydrochloride (1.2 mmol, 113.4 mg), NaOH (2.5 mmol, 100 mg), H2O (0.5 mL) and Dimethyl sulfoxide (2.5 mL). The reaction was carried out at 130 C for a reaction time of 24 hours. After the reaction was completed, it was cooled to room temperature.The reaction was quenched by adding 10 mL of ethyl acetate, and washed with 6 mL of saturated brine.The organic phase was separated, and the aqueous phase was extracted three times with ethyl acetate (6 mL of ethyl acetate each time). The organic phase was combined, dried over anhydrous sodium sulfate, and the solvent was removed by distillation under reduced pressure, including organic solvent and inorganic solvent. Organic solvent, The title product 3-iodopyridin-2-amine was isolated by column chromatography to give a yield of 95%.

Computed Properties

Molecular Weight:112.10
XLogP3:0.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:112.04367633
Monoisotopic Mass:112.04367633
Topological Polar Surface Area:38.9
Heavy Atom Count:8
Complexity:76.8
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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