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Chemistry
Heterocyclic Building Blocks
Pyridines
(5-Bromopyridin-2-yl)(pyrrolidin-1-yl)methanone
Chemistry
Heterocyclic Building Blocks
Organic Building Blocks
Pyridines
Pyrrolidines Bromides Amides

[ CAS No. 742085-70-7 ] {[proInfo.proName]}

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Chemical Structure| 742085-70-7
Chemical Structure| 742085-70-7
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COA NMR CNMR HPLC LC-MS

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Product Details of [ 742085-70-7 ]

CAS No. :742085-70-7 MDL No. :MFCD09801066
Formula : C10H11BrN2O Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 255.11 Pubchem ID :-
Synonyms :

Safety of [ 742085-70-7 ]

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Application In Synthesis of [ 742085-70-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 742085-70-7 ]

[ 742085-70-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 137178-88-2 ]
  • [ 123-75-1 ]
  • [ 742085-70-7 ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In dichloromethane; at 20℃; for 6h; Oxalyl chloride (0.83 mL; 9.3 mmol) and DMF (1 drop) were added to a solution of 5- bromoisonicotinic acid (1.57 g; 7.75 mmol) and 4M hydrogen chloride in dioxan (1.93 mL; 7.75 mmol) in DCM (50 mL). The mixture was stirred at RT for 18 hours, the DCM removed in vacuo and the residue azeotroped with toluene (2 x 15 mL). The residue was and added to a solution of pyrrolidine (0.78 mL; 9.3 mmol) and triethylamine (2.6 mL; 18.6 mmol) in DCM (40 mL) and the mixture stirred at RT for 6 hours. The DCM was removed in vacuo, the residue partitioned between water (75 mL) and ethyl acetate (100 mL), the organic layer washed with brine, dried (MgSO4) and evaporated to a residue which was chromatographed on silica, eluting with 50% ethyl acetate in iso hexane, to give the desired material (1.40 g). 1U NMR delta (CDCl3): 1.85 (m, 4H), 3.6 (m, 2H), 3.7 (s, 3H), 7.7 (d, IH)5 7.85 (s, IH), 8.55 (s, IH); m/z 257 (M+H)+.
With triethylamine; In dichloromethane; at 20℃; for 0.5h; The above acid chloride was dissolved in methylene chloride (20.0 mL). To the solution was added a mixture of pyrrolidine (1.2 mL, 15 mmol) and triethylamine (5.2 mL, 37 mmol) in methylene chloride (5 mL). The reaction mixture was stirred at room temperature for 30 min, quenched with aqueous sodium bicarbonate. The mixture was extracted with methylene chloride (3×20 mL). The combined organic layers were washed with brine, dried over MgSO4, and filtered. The filtrate was evaporated under reduced pressure. The residue was purified on a silica gel column with ethyl acetate in hexane (gradient: 0 to 60%) to yield the desired product.
Reference： [1]Patent: WO2007/7041,2007,A1 .Location in patent: Page/Page column 220-221
[2]Patent: US2007/129345,2007,A1 .Location in patent: Page/Page column 33

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