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Home > Encyclopedia > 6-BROMOPYRIDINE-2,3-DIAMINE

6-BROMOPYRIDINE-2,3-DIAMINE

6-BROMOPYRIDINE-2,3-DIAMINE structure

6-BROMOPYRIDINE-2,3-DIAMINE 

structure
  • CAS No:

    129012-04-0

  • Formula:

    C5H6BrN3

  • Chemical Name:

    6-BROMOPYRIDINE-2,3-DIAMINE

  • Synonyms:

    6-BROMOPYRIDINE-2,3-DIAMINE;6-Bromo-2,3-diaminopyridine;6-Bromo-2,3-pyridinediamine;6-broMopyridin-2,3-diaMine;2,3-DiaMino-6-broMopyridine

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

6-BROMOPYRIDINE-2,3-DIAMINE Basic Attributes

188.028

186.974503

-0

DTXSID00625353

Characteristics

64.9

0.8

1.818

345.2±37.0 °C(Predicted)

162.6±26.5 °C

1.712

0mmHg at 25°C

6-BROMOPYRIDINE-2,3-DIAMINE Use and Manufacturing

Step 1: To a stirred mixture of 6-bromo-3-nitro-2-pyridinamine (2.5 g, 11.47 mmol) in a mixture of glacial HOAc(10 mL), MeOH (10 mL) and EtOH (10 mL) at 0 °C was added portionwise zinc dust (3.73 g, 57.35 mmol). The mixturewas stirred at rt for 15 h. The mixture was filtered through Celite, and the filtrate was concentrated under reducedpressure. The residue was partitioned between saturated aq NaHO3 and EtOAc. The organic layer was separated andthe aqueous layer was extracted with additional EtOAc. The combined organic layers were washed with brine, separatedand dried over MgSO4, filtered, and concentrated under reduced pressure to afford 6-bromopyridine-2, 3-diamine (1.30g, 60percent) as a solid that did not require further purification. 1H NMR (300 MHz, DMSO-d6) δ 6.61 (d, J = 7.7 Hz, 1H), 6.47(d, J = 7.7 Hz, 1H), 5.82 (s, 2H), 4.79 (s, 2H). LCMS (ESI) m/z 188 and 190 (M+H)+.To a solution of trans-(2S)-2-(tert-butoxycarbonylamino)-2-(4-methylcyclo- hexyl)acetic acid (350 mg, 1.29 mmol) and

Computed Properties

Molecular Weight:188.03
XLogP3:0.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Exact Mass:186.97451
Monoisotopic Mass:186.97451
Topological Polar Surface Area:64.9
Heavy Atom Count:9
Complexity:98.2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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