ChemicalBook CAS DataBase List 2-Trifluoromethyl-5-bromopyridine

2-Trifluoromethyl-5-bromopyridine synthesis

9synthesis methods

Product Name:2-Trifluoromethyl-5-bromopyridine
CAS Number:436799-32-5
Molecular formula:C6H3BrF3N
Molecular Weight:225.99

624-28-2 Synthesis

624-28-2
717 suppliers
$5.00/5g

680-15-9 Synthesis

Methyl 2,2-difluoro-2-(fluorosulfonyl)acetate

680-15-9
250 suppliers
$13.00/5g

436799-32-5
321 suppliers
$5.00/250mg

Yield:436799-32-5 73%

Reaction Conditions:

with copper(l) iodide in N,N-dimethyl-formamide at 100; for 12 h;

Steps:

30.1 Step 1: Synthesis of 5-bromo-2-(trifluoromethyl)pyridine
Step 1:
Synthesis of 5-bromo-2-(trifluoromethyl)pyridine
To a stirred solution of 2,5-dibromopyridine (0.1 g, 0.421 mmol) in DMF (5.0 mL) was added Methyl 2,2-difluoro-2-(fluorosulfonyl)acetate (0.405 g, 2.109 mmol) along with CuI (0.401 g, 2.109 mmol) and stirred at 100° C. for 12 h.
Completion of reaction was monitored by TLC.
Reaction mass was cooled to room temperature, diluted with water, extracted with EtOAc.
Organic portions were combined, dried over Na₂SO₄, evaporated under reduced pressure to obtain crude product 5-bromo-2-(trifluoromethyl)pyridine (0.07 g, 73%) as light yellow oil which was directly carry forward for next step.
MS: 227.28[M⁺+1]

References:

Mankind Pharma Ltd.;Patil, Rakesh Ishwar;Verma, Jeevan;Shah, Dharmesh;Ali, Sazid;Bapuram, Srinivasa Reddy;Rai, Santosh Kumar;Kumar, Anil US2017/291910, 2017, A1 Location in patent:Paragraph 0577-0579

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