2-Bromo-4-methyl-3-pyridinamine
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2-Bromo-4-methyl-3-pyridinamine
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CAS No:
126325-50-6
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Formula:
C6H7BrN2
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Chemical Name:
2-Bromo-4-methyl-3-pyridinamine
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Synonyms:
3-Pyridinamine,2-bromo-4-methyl-;2-Bromo-4-methyl-3-pyridinamine;3-Amino-2-bromo-4-methylpyridine;2-Bromo-3-amino-4-methylpyridine;3-Amino-2-bromo-4-picoline
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CAS No:
Characteristics
38.9
1.6
1.593±0.06 g/cm3(Predicted)
308.0±37.0 °C(Predicted)
140.1±26.5 °C
1.617
0.000698mmHg at 25°C
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.
2-Bromo-4-methyl-3-pyridinamine Use and Manufacturing
Pd(PPh3)4 (45.1 g, 39.03 mmol) was added to a mixture of 2-bromo-3-amino-4- methylpyridine [126325-50-6] (73.0 g, 390 mmol) and isopropenylboronic acid pinacol ester [126726-62-3] (78.7 g, 468 mmol) in l, 4-dioxane (741 mL) and NaHC03 (1M in H20, 742 mL, 742 mmol) under N2 atmosphere. The reaction mixture was stirred at 100 C overnight. The reaction mixture was cooled to room temperature and filtered through Celite. The filtered cake was washed with EtOAc. The layers were separated. The aqueous phase was extracted with EtOAc (twice). The combined organic extracts were washed with brine, dried (MgS04), filtered and concentrated in vacuo. The residue was dissolved in DCM and cooled to 0 C. HC1 (2M, .400 mL, 800 mmol) was added and the resulting mixture was stirred at 0 C for 20 min. The aqueous layer was separated and extracted with DCM (3 times). The aqueous layer was diluted with DCM (200 mL) and cooled to 0 C. Na2C03 (86.9 g, 820 mmol) was added portionwise and the mixture was stirred for 5 min. Water (100 mL) was added. The mixture was stirred for another 20 min and the organic layer was separated. The aqueous layer was extracted with DCM (twice). The combined organic extracts were dried (MgS04), filtered and evaporated in vacuo to afford 1-122 (55.7 g, 96%).
Computed Properties
Molecular Weight:187.04
XLogP3:1.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:185.97926
Monoisotopic Mass:185.97926
Topological Polar Surface Area:38.9
Heavy Atom Count:9
Complexity:97.1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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