ChemicalBook CAS DataBase List 4-bromo-6-methyl-1-tosyl-1H-pyrrolo[2,3-c]pyridin-7(6H)-one

4-bromo-6-methyl-1-tosyl-1H-pyrrolo[2,3-c]pyridin-7(6H)-one synthesis

12synthesis methods

Product Name:4-bromo-6-methyl-1-tosyl-1H-pyrrolo[2,3-c]pyridin-7(6H)-one
CAS Number:1445993-87-2
Molecular formula:C15H13BrN2O3S
Molecular Weight:381.24

4-bromo-1-tosyl-1H-pyrrolo[2,3-c]pyridin-7(6H)-one

1445993-86-1
16 suppliers
inquiry

74-88-4
340 suppliers
$15.00/10g

4-bromo-6-methyl-1-tosyl-1H-pyrrolo[2,3-c]pyridin-7(6H)-one

1445993-87-2
44 suppliers
$445.00/1g

Yield:1445993-87-2 96%

Reaction Conditions:

Stage #1:4-bromo-1-[(4-methylphenyl)sulfonyl]-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one with sodium hydride in N,N-dimethyl-formamide;mineral oil for 0.5 h;Inert atmosphere;
Stage #2:methyl iodide in N,N-dimethyl-formamide;mineral oil at 20; for 3 h;Inert atmosphere;

Steps:

1; 1e 4-bromo-6-methyl-1-tosyl-1H-pyrrolo[2,3-c]pyridin-7(6H)-one
Sodium hydride (0.875 g, 36.5 mmol, 1.46 g of a 60% in oil dispersion) was added to a stirring solution of Example Id (11.2 g, 30.4 mmol) in dimethylformamide (217 mL) under nitrogen. After 30 minutes, iodomethane (2.27 mL, 36.5 mmol) was added and the solution was stirred at room temperature for 3 h. Upon addition of water (250 mL) a precipitate formed. The precipitate was collected by vacuum filtration, rinsed with water (50 mL) and dried in a vacuum oven at 55 °C overnight to provide 11.2 g of the title compound (96%).

References:

ABBVIE INC.;ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.;WANG, Le;PRATT, John K.;MCDANIEL, Keith F.;DAI, Yujia;FIDANZE, Steven D.;HASVOLD, Lisa;HOLMS, James H.;KATI, Warren M.;LIU, Dachun;MANTEI, Robert A.;MCCLELLAN, William J;SHEPPARD, George S.;WADA, Carol K. WO2013/97601, 2013, A1 Location in patent:Page/Page column 89

FullText

1361481-63-1 Synthesis