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ChemicalBook CAS DataBase List (5-Bromopyridin-2-yl)(pyrrolidin-1-yl)methanone
742085-70-7

(5-Bromopyridin-2-yl)(pyrrolidin-1-yl)methanone synthesis

3synthesis methods
-

Yield:742085-70-7 68%

Reaction Conditions:

Stage #1: 5-bromo-2-pyridinecarboxylic acidwith 1,1′-carbonyldiimidazole in dichloromethane at 20; for 0.25 h;sarstedt tube;
Stage #2: tetrahydropyrrole in dichloromethane; for 1 h;

Steps:

1

A solution of δ-bromopyridine^-carboxylic acid (210mg, 1.04mmol) in dichloromethane (4ml) was treated with 1 ,1 '-carbonyldiimidazole (169mg, 1.04mmol) in one portion at room temperature. This mixture was shaken in a 15ml sarstedt tube for 15 minutes. Pyrrolidine (74mg, 1.04mmol) was then added in one portion and shaking continued for 1 hour. Saturated sodium hydrogen carbonate (3ml) solution was then added and the mixture shaken. The organic layer was removed, dried over sodium sulphate and evaporated under reduced pressure to give the title compound (181 mg, 68%).LC/MS (ES): Found 255 & 257 (ES+), retention time 2.13mins. Ci0H11BrN2O requires 254 & 256.

References:

WO2008/110566,2008,A1 Location in patent:Page/Page column 29

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