5-Fluoro-2,3-pyridinediamine
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5-Fluoro-2,3-pyridinediamine
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CAS No:
212268-13-8
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Formula:
C5H6FN3
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Chemical Name:
5-Fluoro-2,3-pyridinediamine
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Synonyms:
2,3-Pyridinediamine,5-fluoro-;5-Fluoro-2,3-pyridinediamine;5-Fluoropyridine-2,3-diamine;2,3-Diamino-5-fluoropyridine
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CAS No:
Safety Information
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
H302
|Warning|H302 (100%): 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|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
5-Fluoro-2,3-pyridinediamine Use and Manufacturing
To a mixed solution of MeOH (10 ml) and THF (10 ml) containing Compound 38 (1.46 g, 6.72 mmol) was added 5percent Pd/C (715 mg, 0.336 mmol), and the reaction mixture was stirred under a hydrogen atmosphere for 2 hours. The reaction mixture was allowed to cool to room temperature, and 2-trimethylsilylethanol (8.75 ml, 61 mmol) was then added thereto, and the reaction mixture was stirred at 110° C. for 10 hours. The reaction solution was filtered with Celite, and the solvent was removed under reduced pressure. The obtained residue was suspended with chloroform, and the suspension was filtered to obtain Compound 39 (800 mg, 94percent) as a white solid. [0716] Compound 39; 1H-NMR (DMSO-d6) δ: 5.04 (s, 2H), 5.29 (s, 2H), 6.57 (dd, J=10.65, 2.53 Hz, 1H), 7.15 (d, J=2.53 Hz, 1H).Step 1: To a stirred mixture of 2-amino-5-fluoro-3-nitropyridine (2.46 g, 15.66 mmol) in a mixture of glacialHOAc (10 mL) and MeOH (20 mL) at 0 °C was added zinc dust (5.09 g, 78.3 mmol) portion-wise, and the mixture wasallowed to warm slowly to rt. After stirring at rt for 15 h, the mixture was filtered through Celite and the filtrate wasconcentrated under reduced pressure. The residue was partitioned between EtOAc and saturated aq NaHCO3. Theorganic layer was separated and the aqueous layer was extracted with additional EtOAc. The combined organic layerswere dried over MgSO4 filtered, and concentrated under reduced pressure to afford 5-fluoropyridine-2, 3-diamine (1.13g) as a solid which was not purified further. LCMS (ESI) m/z 128 (M+H)+.Example 2.5
Computed Properties
Molecular Weight:127.12
XLogP3:-0.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Exact Mass:127.05457537
Monoisotopic Mass:127.05457537
Topological Polar Surface Area:64.9
Heavy Atom Count:9
Complexity:98.2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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