ChemicalBook CAS DataBase List 3-Amino-5-fluoropyridine

3-Amino-5-fluoropyridine synthesis

8synthesis methods

Product Name:3-Amino-5-fluoropyridine
CAS Number:210169-05-4
Molecular formula:C5H5FN2
Molecular Weight:112.11

synthesis of 3-Amino-5-fluoropyridine: A solution of 3-amino-2,4,6-tribromo-5-fluoropyridine (23c) (0.9 g, 2.6 mmol), triethylamine (1.1 cm3, 7.9 mmol), palladium catalyst (0.1 g of 5% Pd-C catalyst) and DCM (15 cm3) was hydrogenated on a Parr apparatus for 18 h. Water (20 cm3) was added and the mixture filtered and extracted into DCM. The DCM solution was dried (MgS04) and evaporated giving 3-amino-5-fluoropyridine (0.3 g, >95% ), m.p. 86 ·c (from DCM) (Found: C, 53.6; H, 4.6; N, 25.0. C5H5FN2 requires C, 53.6; H, 4.5 N, 25.0%);
IR spectrum no. 9; mass spectrum no. 5; nmr spectrum no. 29.

70-58-6
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210169-05-4
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$8.00/1g

Yield:210169-05-4 87.2%

Reaction Conditions:

with bromine;sodium hydroxide in water at 25 - 85; for 4 h;Reagent/catalyst;Temperature;

Steps:

1.3; 2-5; 6.3; 7.3; 8.3 Step 3. Preparation of 5-fluoro-3-aminopyridine:
32 g of sodium hydroxide solid was dissolved and dissolved in 140 ml of water, and then 19.2 g of bromine was added dropwise at 8 ° C, and mixing was continued for 1 h after completion to obtain a mixed solution 1;Then, 19 g of 5-fluoronicotinamide was added dropwise to the above mixed solution, the temperature was controlled at 25 ° C, stirred for 2 h, and then heated to 85 ° C, and reacted for 2 h until the thin layer chromatography TLC reaction was completed;After being cooled to room temperature, 160 ml of sodium hydroxide solution was added, stirring was continued for 30 min, and filtration was carried out to obtain a solid substance, and the temperature was controlled at 50 ° C, and dried under vacuum for 2 hours to obtain a yellow solid 5-fluoro-3-aminopyridine. 15g, then take a sample for nuclear magnetic resonance spectrum detection, the test results are shown in Figure 2, according to the nuclear magnetic resonance spectrum data and the principle of the reaction equation, the above solid is 5-fluoro-3-aminopyridine, and The yield of the above 5-fluoro-3-aminopyridine is 87.2%.

References:

Shanghai Kaluo Chemical Co., Ltd.;Tan Juncheng;Zhang Yinlan CN109678793, 2019, A Location in patent:Paragraph 0031; 0035; 0036; 0038-0045

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