Methyl 4-fluoro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate

Base Information

• Chemical Name: Methyl 4-fluoro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate
• CAS No.: 1234615-74-7
• Molecular Formula: C₉H₇FN₂O₂
• Molecular Weight: 194.165
• Mol file: 1234615-74-7.mol

Synonyms:Methyl 4-fluoro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate;4-Fluoro-7-azaindole-5-carboxylic acid Methyl ester

Chemical Property of Methyl 4-fluoro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate

Chemical Property:

• PSA: 54.98000
• LogP: 1.48860
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

Methyl4-Fluoro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate ^*data from reagent suppliers

Safty Information:

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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 4-fluoro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate

There total 3 articles about Methyl 4-fluoro-1H-pyrrolo[2,3-b]pyridine-5-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: 83.0%

4-fluoro-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid methyl ester (685513-92-2) → methyl 4-fluoro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate (1234615-74-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.5h;

Reference yield:

4-fluoro-1H-pyrrolo[2,3-b]pyridine (640735-23-5) → methyl 4-fluoro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate (1234615-74-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C

1.2: 42 h / 20 °C

2.1: sec.-butyllithium / tetrahydrofuran; cyclohexane / 1 h / -78 °C / Inert atmosphere

2.2: 1.25 h / -78 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C

With tetrabutyl ammonium fluoride; sec.-butyllithium; sodium hydride; In tetrahydrofuran; cyclohexane; N,N-dimethyl-formamide; mineral oil;

Reference yield:

4-fluoro-1-[tris(propan-2-yl)silyl]-1H-pyrrolo[2,3-b]pyridine (640735-25-7) → methyl 4-fluoro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate (1234615-74-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sec.-butyllithium / tetrahydrofuran; cyclohexane / 1 h / -78 °C / Inert atmosphere

1.2: 1.25 h / -78 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C

With tetrabutyl ammonium fluoride; sec.-butyllithium; In tetrahydrofuran; cyclohexane;

upstream raw materials:

4-fluoro-1H-pyrrolo[2,3-b]pyridine

4-fluoro-1-[tris(propan-2-yl)silyl]-1H-pyrrolo[2,3-b]pyridine

4-fluoro-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid methyl ester

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