ChemicalBook CAS DataBase List ethyl 4-bromo-6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate

ethyl 4-bromo-6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate synthesis

5synthesis methods

Product Name:ethyl 4-bromo-6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate
CAS Number:1622303-50-7
Molecular formula:C11H11BrN2O3
Molecular Weight:299.12

4-Pyridinepropanoic acid, 5-bromo-1,2-dihydro-1-methyl-3-nitro-α,2-dioxo-, ethyl ester

1622303-49-4
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ethyl 4-bromo-6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate

1622303-50-7
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Yield:1622303-50-7 57.6%

Reaction Conditions:

with iron;acetic acid at 100; for 1 h;

Steps:

5 Step 5: Synthesis of 4-bromo-2-(ethoxymethyl)-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one(HHX- B38-int)

Add Intermediate 18 (12.86 g,0.037 mol) and iron powder (10.4 g, 0.18 mol) in a dry 500 ml round bottomflask at room temperature, Acetic acid (200 ml), heated to 100 degrees Celsius and stirred for 1 hour, After the reaction was monitored by LCMS, it wasconcentrated under reduced pressure, diluted with a solution of dichloromethane: methanol (v:v) = 5:1, and adjusted to pH 8-9 with saturatedsodium bicarbonate solution.After filtration, the filtrate was concentrated underreduced pressure, and the resulting residue was purified by columnchromatography (dichloromethane:methanol (v:v) = 15:1). The resulting crudeproduct was added with ethyl acetate (50 mL).After filtering, the filter cake is dried,Obtain 4-bromo-2-(ethoxymethyl)-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one(Intermediate 19). 6.38 g, brown solid),Yield: 57.6%.

References:

CN112625036,2021,A Location in patent:Paragraph 0252-0253; 0270-0274

6635-86-5 Synthesis