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Home > Encyclopedia > 2-Amino-3-bromo-6-methylpyridine

2-Amino-3-bromo-6-methylpyridine

2-Amino-3-bromo-6-methylpyridine structure

2-Amino-3-bromo-6-methylpyridine 

structure
  • CAS No:

    126325-46-0

  • Formula:

    C6H7BrN2

  • Chemical Name:

    2-Amino-3-bromo-6-methylpyridine

  • Synonyms:

    TIMTEC-BB SBB005516;2-AMINO-3-BROMO-6-METHYLPYRIDINE;2-AMINO-3-BROMO-6-PICOLINE;3-BROMO-6-METHYLPYRIDIN-2-AMINE;3-BROMO-6-METHYL-PYRIDIN-2-YLAMINE;6-AMINO-5-BROMO-2-PICOLINE;BUTTPARK 43\57-93;2-AMINO-3-BROMO-6-PICOLINE (2-AMINO-3-BROMO-6-METHYLPYRIDINE)

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

Description

Light yellow Cryst

2-Amino-3-bromo-6-methylpyridine Basic Attributes

187.04

185.979248

DTXSID00370295

29333999

Characteristics

38.9

1.6

Off-white Solid

1.5672 (rough estimate)

77-79°C

238.5±35.0 °C(Predicted)

98.1±25.9 °C

1.5500 (estimate)

Keep Cold

0.0422mmHg at 25°C

Safety Information

6.1

36/37/38-22

26-36

Xi,Xn

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-Amino-3-bromo-6-methylpyridine Use and Manufacturing

Step 1 [0662] Step 1: 6-Methyl-3-(prop-1-en-2-yl)pyridin-2-amine. A mixture of 2-amino-3- bromo-6-methylpyridine (5 g, 26.7 mmol, Waterstone Technology, LLC, Carmel, IN), dichloro[1, 1'-bis(diphenylphosphino)ferrocene]dichloride palladium(II) DCM adduct (0.218 g, 0.267 mmol), 2-isopropenylboronic acid, pincol ester (8.09 g, 48.1 mmol, Combi-Blocks, San Diego, CA), and aqueous sodium carbonate (10% solution in 51 mL of water; 5.67 g, 53.5 mmol) in 1, 4-dioxane (89 mL) was sparged with N2(g) for 3 min, then stirred at 110 C for 2 h. The reaction mixture was then partitioned between EtOAc and brine. The aqueous layer was further extracted with EtOAc, and the combined organic extracts were then dried over Na2SO4 and concentrated in vacuo. Chromatographic purification of the residue (silica gel, eluent: 0- 40% EtOAc-EtOH (3:1)/heptane) gave 6-methyl-3-(prop-1-en-2-yl)pyridin-2-amine (3.65 g, 24.6 mmol, 92 % yield) as a white solid. m/z (ESI, +ve ion): 149.1 (M+H)+.(2) 2-amino-3, 5-dibromo-6-methylpyridine was added to 200 ml of anhydrous tetrahydrofuran, and after stirring, the temperature was lowered to 0 C. 6.4 g (0.1 mol) of methyllithium was added, and after 1 h of reaction, (2) 2-amino-3, 5-dibromo-6-methylpyridine was added to 200 ml of anhydrous tetrahydrofuran, and after stirring, the temperature was lowered to 0 C. 6.4 g (0.1 mol) of methyllithium was added, and after 1 h of reaction, A mixture of

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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