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Home > Encyclopedia > 2-Bromo-6-chloropyridin-3-amine

2-Bromo-6-chloropyridin-3-amine

2-Bromo-6-chloropyridin-3-amine structure

2-Bromo-6-chloropyridin-3-amine 

structure
  • CAS No:

    1050501-88-6

  • Formula:

    C5H4BrClN2

  • Chemical Name:

    2-Bromo-6-chloropyridin-3-amine

  • Synonyms:

    2-Bromo-6-chloropyridin-3-amine;3-Amino-2-bromo-6-chloropyridine;3-AMINO-6-CHLORO-2-BROMOPYRIDINE;2-Bromo-6-chloro-3-pyridinamine;2-Bromo-6-chloro-pyridin-3-ylamine

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

2-Bromo-6-chloropyridin-3-amine Basic Attributes

207.45566

205.924637

DTXSID70670370

2933399090

Characteristics

38.9

2.2

1.834

330.3±37.0 °C(Predicted)

153.5±26.5 °C

1.648

Safety Information

|Warning|H302+H312+H332 (100%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]|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-6-chloropyridin-3-amine Use and Manufacturing

Step 1: synthesis of 2-bromo-6-chloropyridin-3-amine 11-aBromine (24.86 g, 155.57 mmol) was added to a solution of 6-chloropyridin-3 -amine (20.00 g, 155.57 mmol) and sodium acetate (25.52 g, 311.14 mmol) in acetic acid (383 ml). The reaction mixture was stirred at room temperature for 1 hour. Acetic acid was then evaporated. The residue was dissolved in EtOAc, washed with saturated aqueous NaBromine (24.86 g, 155.57 mmol) was added to a solution of 6-chloropyridin-3 -amine 28-a (20.00 g, 155.57 mmol) and sodium acetate (25.52 g, 311.14 mmol) in acetic acid (383 ml). The reaction mixture was stirred at room temperature for 1 hour. Acetic acid was then evaporated. The residue was dissolved in EtOAc, washed with saturated aqueous NaBromine (24.86 g, 155.57 mmol) was added to a solution of6-chloropyridin-3-amine (20.00 g, 155.57 mmol) and sodium acetate (25.52 g, 311.14 mmol) in acetic acid(383 ml). The reaction mixture was stirred at room temperature for 1 hour. Acetic acidwas then evaporated. The residue was dissolved in EtOAc, washed with saturatedaqueous Na2C03, water and brine. The organic layer was dried over MgS04, filteredand evaporated, yielding 32.20 g of the desired product 49-a (99.8percent). m/z = 206.96 (M+ ItStep 1: synthesis of 2-bromo-6-chloropyridin-3-amine (intermediate 20a)Bromine (24.86 g, 155.57 mmol) was added to a solution of 6-chloropyridin-3-amine(20.00 g, 155.57 mmol) and sodium acetate (25.52 g, 311.14 mmol) in acetic acid(383 ml). The reaction mixture was stirred at room temperature for 1 hour. Acetic acidwas then evaporated. The residue was dissolved in EtOAc, washed with saturatedaqueous Na2CO3, water and brine. The organic layer was dried over MgSO4, filteredand evaporated, yielding 32.20 g of the desired product 20a (99.8percent). m/z = 206.96 (M+H), Cl+Br pattern.Bromine (24.86 g, 155.57 mmol) was added to a solution of 6-chloropyridin-3-amine (20.00 g, 155.57 mmol) and sodium acetate (25.52 g, 311.14 mmol) in acetic acid (383 ml).

Computed Properties

Molecular Weight:207.45
XLogP3:2.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:205.92464
Monoisotopic Mass:205.92464
Topological Polar Surface Area:38.9
Heavy Atom Count:9
Complexity:101
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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