5-Bromo-6-methyl-2,3-pyridinediamine
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5-Bromo-6-methyl-2,3-pyridinediamine
structure -
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CAS No:
59352-90-8
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Formula:
C6H8BrN3
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Chemical Name:
5-Bromo-6-methyl-2,3-pyridinediamine
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Synonyms:
2,3-Pyridinediamine,5-bromo-6-methyl-;2-Picoline,5,6-diamino-3-bromo-;5-Bromo-6-methyl-2,3-pyridinediamine;3-Bromo-5,6-diamino-2-picoline;5-Bromo-6-methylpyridine-2,3-diamine;2,3-Diamino-5-bromo-6-methylpyridine
- Categories:
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CAS No:
5-Bromo-6-methyl-2,3-pyridinediamine Basic Attributes
202.05
202.05
261-714-8
DTXSID6069323
2933399090
Characteristics
64.9
0.9
Pale yellow to brown Powder
1.7±0.1 g/cm3
134.0 to 138.0 °C
311.2°C at 760 mmHg
142.0±26.5 °C
1.682
Safety Information
34
26-36/37/39-45
C
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P330, P332+P313, P362, P403+P233, P405, P501
H302
|Danger|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P330, P332+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 39 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
5-Bromo-6-methyl-2,3-pyridinediamine Use and Manufacturing
Distilled water (9 ml) and iron powder (21.6 g) were added to a solution of the compound obtained in the above Step 1 (8.9 mg) in ethanol (36 ml). Concentrated hydrochloric acid (0.4 ml) was further added and the mixture was heated under reflux for one hour. Iron powder (21.6 g) was further added and the mixture was heated under reflux for one hour. The reaction solution was cooled to room temperature, filtered through Celite 545 and washed with ethanol. The filtrate was concentrated under reduced pressure to give the title compound (5.5 g).1H-NMR (CDCl3) delta: 2.42 (3H, s), 3.22 (2H, brs), 4.20 (2H, brs), 7.03 (1H, s).5-Bromo-6-methylpyridine-2, 3-diamine (50 mg, 0.25 mmol), 4-chlorophenylboronicacid (45 mg, 0.29 mmol), and cesium carbonate (240 mg, 0.74 mmol) were suspendedin dioxane/water (4:1; v/v) (1.25 ml) and this mixture was degassed (3 x vacuumnitrogen cycles). [1, 1 ?-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) (1:1)dichloromethane complex was added and the mixture degassed again (3 x vacuum30 nitrogen cycles). The resulting reaction mixture was stirred at 110 00 for 16 h. Then, the mixture was allowed to cool and it was worked-up adding chloroform and washing with water and brine. The organic phase was dried and evaporated under reduced pressure to afford a residue of 93 mg. This crude material was purified by flash chromatography (methanol-dichloromethane gradient, 0:100 rising to 10:90) to give 46mg (0.20 mmol, 80percent yield) of the title compound as a solid. Purity 95percent.1H NMR (400 MHz, CHLOROFORM-d) oe ppm 7.35 (d, 2H, J = 8.3 Hz), 7.20 (d, 2H, J =8.3 Hz), 6.78 (s, 1 H), 4.30 (br.s, 2H), 3.23 (br.s, 2H), 2.28 (s, 3H)UPLC/MS (3mm) retention time 1.08 mm.LRMS: m/z 234 (M+1, ixCI).The
2,3-Pyridinediamine, 5-bromo-6-methyl-: INACTIVE
Computed Properties
Molecular Weight:202.05
XLogP3:0.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Exact Mass:200.99016
Monoisotopic Mass:200.99016
Topological Polar Surface Area:64.9
Heavy Atom Count:10
Complexity:120
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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5-Bromo-6-methyl-2,3-pyridinediamine
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