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ChemicalBook CAS DataBase List 6-fluoro-1-methyl-1H-pyrrolo[2,3-b]pyridine
1380161-18-1

6-fluoro-1-methyl-1H-pyrrolo[2,3-b]pyridine synthesis

2synthesis methods
-

Yield:-

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 20;

Steps:

1

Preparation 1Synthesis of 6-fluoro-l -methyl- lH-pyrrolo[2,3-b]pyridine.Jf)3 C H3 To a solution of 6-fluoro-lH-pyrrolo[2,3-b]pyridine (250 g, 1.84 mol) in dimethylformamide (2.50 L) is added potassium carbonate (507.6 g; 3.67 mol), followed by methyl iodide (171.6 mL, 2.75 mol). The reaction is stirred at room temperature overnight. The reaction mixture is poured into water (3000 mL) and extracted with Et20(3 x 1500 mL). The organic extracts are combined and washed with water (4 x 1000 mL), then brine, and dried over Na2S04. The solvent is evaporated to give a light brown oil which, on standing, gives clear colorless crystals, with a little mobile liquid on top of the crystals. The liquid is decanted off and discarded to leave the product as a crystalline solid (257.3 g, 1.71 moles). XH-NMR (400MHz, CDC13): δ 7.93 (t, 1H), 7.11 (d, 1H), 6.69 (d, 1H), 6.46 (d, 1H), 3.83 (s, 3H).

References:

WO2012/74769,2012,A1 Location in patent:Page/Page column 19