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Home > Encyclopedia > 2-Amino-4-bromo-5-chloropyridine

2-Amino-4-bromo-5-chloropyridine

2-Amino-4-bromo-5-chloropyridine structure

2-Amino-4-bromo-5-chloropyridine 

structure
  • CAS No:

    1187449-01-9

  • Formula:

    C5H4BrClN2

  • Chemical Name:

    2-Amino-4-bromo-5-chloropyridine

  • Synonyms:

    4-BROMO-5-CHLOROPYRIDIN-2-AMINE;2-Amino-4-bromo-5-chloropyridine;SCHEMBL4053901;DTXSID30704589;2-Pyridinamine, 4-bromo-5-chloro-;ZINC71255969;AKOS025404072;AB70622;KS-00000T98;AK186424

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

2-Amino-4-bromo-5-chloropyridine Basic Attributes

207.45566

205.92500

DTXSID30704589

2933399090

Characteristics

38.9

1.8

1.834±0.06 g/cm3(Predicted)

299.8±35.0 °C(Predicted)

Safety Information

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

2-Amino-4-bromo-5-chloropyridine Use and Manufacturing

4-Bromo-5-chloropyridin-2-amine: To a stirred solution of 4-bromopyridin-2-amine (30.0 g, 173 mmol) in DMF (350 mL) at -20 °C was added 1-chloropyrrolidine-2, 5-dione (24.3 g, 182 mmol). The reaction mixture was stirred at rtfor 24 h. The reaction mixture was poured into cold 1 M aq. NaOH (300 mL) andextracted with Et20 (2 x 400 mL). The combined extracts were washed with water (3 x200 mL), brine (200 mL), dried over Na2SO4, filtered, and concentrated. The crudematerial was recrystallized from CH2C12 to provide 27A as red solid (22.0 g, 106 mmol, 61percent yield). LC-MS Anal. Calc’d for C5H4BrC1N2: 205.93, found [M+H] 206.9.81A. Description 14 (D14); 4-bromo-5-chloro-2-pyridinamine; To a stirred solution of 2-amino-4-bromopyridine (15.0 g, 86.7 mmol) in N, N- dimethylformamide (430 ml_) at -20N-Chloro-succinimide (3.70 g, 27.7 mmol) dissolved in DMF (20 mL) was added dropwise to 4-bromopyridin-2-amine (4.40 g, 25.4 mmol) in DMF (50 mL) at −78° C. over a period of 30 minutes under nitrogen. The resulting suspension was then allowed to warm to r.t. After stirring under these conditions for 24 h, the reaction mixture was diluted with EtA. tert-butyl (4-bromo-5-chloropyridin-2-yl)carbamate, cpd 148a A solution of

Computed Properties

Molecular Weight:207.45
XLogP3:1.8
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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