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2-AMINO-3-BROMO-4-METHYLPYRIDINE

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2-AMINO-3-BROMO-4-METHYLPYRIDINE Basic information
Product Name:2-AMINO-3-BROMO-4-METHYLPYRIDINE
Synonyms:2-AMINO-3-BROMO-4-METHYLPYRIDINE;3-Bromo-4-methylpyridin-2-ylamine;3-Bromo-4-methyl-2-pyridinamine;2-AMino-3-broMo-4-Methyopyridine;2-Pyridinamine, 3-bromo-4-methyl-;2-AMINO-3-BROMO-4-METHYLPYRIDINE ISO 9001：2015 REACH;2 - amino 4 - methy 3 - bromo pyridine;2-AMINO-3-BROMO-4-PICOLINE
CAS:40073-38-9
MF:C6H7BrN2
MW:187.04
EINECS:
Product Categories:Pyridine
Mol File:40073-38-9.mol
2-AMINO-3-BROMO-4-METHYLPYRIDINE Structure
2-AMINO-3-BROMO-4-METHYLPYRIDINE Chemical Properties
Boiling point 255.2±35.0 °C(Predicted)
density 1.593±0.06 g/cm3(Predicted)
storage temp. 2-8°C(protect from light)
pka4.71±0.47(Predicted)
AppearanceOff-white to light yellow Solid
Safety Information
HS Code 2933399990
MSDS Information
2-AMINO-3-BROMO-4-METHYLPYRIDINE Usage And Synthesis
Synthesis
2-Amino-3,5-dibromo-4-methylpyridine

3430-29-3

2-AMINO-3-BROMO-4-METHYLPYRIDINE

40073-38-9

General procedure for the synthesis of 2-amino-3-bromo-4-methylpyridine from 2-amino-3,5-dibromo-4-methylpyridine: 3,5-dibromo-4-methylpyridin-2-amine (3.38 g, 12.7 mmol) was dissolved in dry tetrahydrofuran (60 mL) under the protection of nitrogen, and cooled to -78°C. n-Butyllithium (1.9 M in pentane, 13.4 mL, 25.4 mmol) was added slowly and the reaction mixture turned orange. The reaction was quenched by careful addition of water (10 mL) after 1 h of continuous stirring at -78°C. The reaction was stopped by the addition of a solution of 10 N sodium hydroxide. The pH of the reaction mixture was adjusted to about 12 with 10 N sodium hydroxide solution and then extracted with dichloromethane (3 x 30 mL). The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give an orange oil. Purification by silica gel column chromatography (with ether as eluent) afforded 2-amino-3-bromo-4-methylpyridine (1.68 g, 71% yield) as a light yellow solid.1H NMR (CDCl3) δ 2.32 (s, 3H), 5.00 (br s, 2H), 6.52 (d, 1H, J = 6.0 Hz), 7.84 (d, 1H, J = 6.0 Hz ).

References[1] Patent: US2005/277668, 2005, A1. Location in patent: Page/Page column 28
[2] Patent: EP3372601, 2018, A1. Location in patent: Paragraph 0693; 0694
2-AMINO-3-BROMO-4-METHYLPYRIDINE Preparation Products And Raw materials
Raw materials2-Amino-3,5-dibromo-4-methylpyridine-->Water-->Sodium hydroxide-->Pentane-->Tetrahydrofuran-->n-Butyllithium
Preparation Products2-Amino-5-bromo-4-methylpyridine
Tag:2-AMINO-3-BROMO-4-METHYLPYRIDINE(40073-38-9) Related Product Information
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