ethyl 4-[3-(3-aminophenyl)-1-ethyl-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridine-2-carboxylate

Base Information

• Chemical Name: ethyl 4-[3-(3-aminophenyl)-1-ethyl-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridine-2-carboxylate
• CAS No.: 945865-23-6
• Molecular Formula: C₂₁H₂₁N₅O₂
• Molecular Weight: 375.43

Synonyms:ethyl 4-[3-(3-aminophenyl)-1-ethyl-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridine-2-carboxylate

Chemical Property of ethyl 4-[3-(3-aminophenyl)-1-ethyl-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridine-2-carboxylate

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Technology Process of ethyl 4-[3-(3-aminophenyl)-1-ethyl-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridine-2-carboxylate

There total 2 articles about ethyl 4-[3-(3-aminophenyl)-1-ethyl-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridine-2-carboxylate 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: 17.0%

ethyl 4-(4,4,5,5-tetramethyl-1,3,2-diozaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylate (945865-21-4) + 3-(4-Bromo-1-ethyl-1H-pyrazol-3-yl)aniline (945865-14-5) → ethyl 4-[3-(3-aminophenyl)-1-ethyl-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridine-2-carboxylate (945865-23-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; water; at 120 ℃; for 1h; Microwave irradiation;

DOI:10.1016/j.bmcl.2008.07.019

Reference yield: 17.0%

Ethyl 4-[1-ethyl-3-(3-nitrophenyl)-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridine-2-carboxylate (1165839-15-5) → ethyl 4-[3-(3-aminophenyl)-1-ethyl-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridine-2-carboxylate (945865-23-6)

Guidance literature:

With hydrogenchloride; tin; In ethanol; water; for 4h; Product distribution / selectivity; Heating / reflux;

Reference yield:

ethyl 4-[3-(3-aminophenyl)-1-ethyl-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridine-2-carboxylate (945865-23-6) + p-trifluoromethyl-phenylisocyanate (1548-13-6) → Ethyl 4-(1-ethyl-3-{3-[({[4-(trifluoromethyl)phenyl]amino}carbonyl)amino]phenyl}-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylate (945865-10-1)

Guidance literature:

With pyridine; at 20 ℃; for 1h;

DOI:10.1016/j.bmcl.2008.07.019

upstream raw materials:

ethyl 4-(4,4,5,5-tetramethyl-1,3,2-diozaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylate

3-(4-Bromo-1-ethyl-1H-pyrazol-3-yl)aniline

Ethyl 4-[1-ethyl-3-(3-nitrophenyl)-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridine-2-carboxylate

Downstream raw materials:

Ethyl 4-(1-ethyl-3-{3-[({[4-(trifluoromethyl)phenyl]amino}carbonyl)amino]phenyl}-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylate

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