2-(7-bromo-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetic acid

Base Information

• Chemical Name: 2-(7-bromo-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetic acid
• CAS No.: 954215-12-4
• Molecular Formula: C₁₀H₇BrN₂O₄
• Molecular Weight: 299.081
• Mol file: 954215-12-4.mol

Synonyms:2-(7-bromo-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetic acid

Chemical Property of 2-(7-bromo-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetic acid

Chemical Property:

• Boiling Point: 533.0±50.0 °C(Predicted)
• PKA: 1.49±0.54(Predicted)
• Density: 1.852±0.06 g/cm3(Predicted)

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(7-bromo-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetic acid

There total 4 articles about 2-(7-bromo-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 59.0%

methyl 2-(7-bromo-4-methoxy-6-azaindol-3-yl)-2-oxoacetate (954215-11-3) → 2-(7-bromo-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetic acid (954215-12-4)

Guidance literature:

methyl 2-(7-bromo-4-methoxy-6-azaindol-3-yl)-2-oxoacetate; With water; potassium carbonate; In methanol; at 20 ℃; for 14h;

With hydrogenchloride; In methanol; water; pH=1 - 2;

Reference yield:

monomethyl oxalyl chloride (5781-53-3) + 7-bromo-4-methoxy-1H-pyrrolo[2,3-c]pyridine hydrochloride → 2-(7-bromo-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetic acid (954215-12-4)

Guidance literature:

monomethyl oxalyl chloride; 7-bromo-4-methoxy-1H-pyrrolo[2,3-c]pyridine hydrochloride; With aluminum (III) chloride; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; at 0 - 15 ℃; Inert atmosphere; Industrial scale;

With potassium hydroxide; In tetrahydrofuran; dichloromethane; water; at 25 ℃; for 3h; Reagent/catalyst; Inert atmosphere; Industrial scale;

DOI:10.1021/acs.oprd.7b00133

Reference yield:

monomethyl oxalyl chloride (5781-53-3) + 7-bromo-4-methoxy-1H-pyrrolo[2,3-c]pyridine hydrochloride → methyl 2-(7-bromo-4-methoxy-6-azaindol-3-yl)-2-oxoacetate (954215-11-3) + 2-(7-bromo-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetic acid (954215-12-4)

Guidance literature:

With aluminum (III) chloride; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; at 0 - 15 ℃; Reagent/catalyst; Inert atmosphere; Industrial scale;

DOI:10.1021/acs.oprd.7b00133

upstream raw materials:

methyl 2-(7-bromo-4-methoxy-6-azaindol-3-yl)-2-oxoacetate

monomethyl oxalyl chloride

Downstream raw materials:

1-(4-benzoylpiperazin-1-yl)-2-(7-bromo-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)ethane-1,2-dione

1-(4-benzoylpiperazin-1-yl)-2-(7-chloro-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)ethane-1,2-dione

C₂₂H₁₈BrN₅O₃