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Home > Encyclopedia > 2-Amino-3-bromo-5-methylpyridine

2-Amino-3-bromo-5-methylpyridine

2-Amino-3-bromo-5-methylpyridine structure

2-Amino-3-bromo-5-methylpyridine 

structure
  • CAS No:

    17282-00-7

  • Formula:

    C6H7BrN2

  • Chemical Name:

    2-Amino-3-bromo-5-methylpyridine

  • Synonyms:

    3-Bromo-5-methyl-2-pyridinamine;TIMTEC-BB SBB000261;AURORA KA-7917;BUTTPARK 33\04-66;2-AMINO-5-METHYL-3-BROMO PYRIDINE;2-AMINO-3-BROMO-5-PICOLINE;2-AMINO-3-BROMO-5-METHYLPYRIDINE;6-AMINO-5-BROMO-3-PICOLINE

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

Light yellow Cryst

2-Amino-3-bromo-5-methylpyridine Basic Attributes

187.04

185.979248

471829

-0

DTXSID90333990

29333999

Characteristics

38.9

1.6

Yellow to beige or brown Crystalline Powder

1.5672 (rough estimate)

73-76 °C(lit.)

252.3±35.0 °C(Predicted)

106.4±25.9 °C

1.5500 (estimate)

Insoluble

0.0194mmHg at 25°C

Safety Information

IRRITANT

NONH for all modes of transport

3

36/37/38-20/21/22

26-36-36/37/39

Xi,Xn

Irritant

P261-P305 + P351 + P338

H315-H319-H335

|Warning|H302 (11.11%): 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|Aggregated GHS information provided by 45 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

2-Amino-3-bromo-5-methylpyridine Use and Manufacturing

Methods of Manufacturing

Bromine (11.3 mL, 0.22 mol) was added to a stirred solution of 2-amino-5-picoline (21.63 g, 0.2 mol) and sodium acetate (29.4 g, 0.36 mol) in acetic acid (200 mL) at room temperature. The warm solution was stirred until starting material had been consumed as judged by alumina neutral thin layer chromatography (CHA three-necked flask was charged with 2-amino-5-methylpyridine (70.0 g, 654 mmol) Dichloromethane (150 mL);Liquid bromine (36.0 mL, 698 mmol) was added to the ice bath. The reaction was stirred at room temperature for 30 minutes. Saturated sodium sulfite solution (100 mL) was added;The aqueous phase was extracted with dichloromethane (100 mL x 3)The organic phases were combined, washed with water (100 mL) and brine (100 mL)Dry over sodium sulfate and filter. Dried to give a yellow solid, Compound 1 (103.0 g, 550 mmol, 84percent).General procedure: A solution of HBr/CH

Uses

Used for the preparation of imidazo[1,2-a]pyridines, imidazo[1,2-a]pyrazines, imidazo[1,2-c]pyrimidines, and imidazo[1,2-d]triazines as JNK and ERK kinase inhibitors

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

Material

Hydrogen peroxide

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