Ethyl 4-methoxy-1H-pyrrolo[2,3-b]pyridine-2-carboxylate

Base Information

• Chemical Name: Ethyl 4-methoxy-1H-pyrrolo[2,3-b]pyridine-2-carboxylate
• CAS No.: 290332-97-7
• Molecular Formula: C₁₁H₁₂N₂O₃
• Molecular Weight: 220.228
• Hs Code.: 29339900
• DSSTox Substance ID: DTXSID30471365
• Nikkaji Number: J1.342.305I
• Wikidata: Q82299861
• Mol file: 290332-97-7.mol

Synonyms:290332-97-7;Ethyl 4-methoxy-1H-pyrrolo[2,3-b]pyridine-2-carboxylate;1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, 4-methoxy-, ethyl ester;SCHEMBL3195922;DTXSID30471365;GGNVDTAGTTUEME-UHFFFAOYSA-N;AKOS027383107;AS-72465;Ethyl 4-methoxy-7-azaindole-2-carboxylate;CS-0004005;FT-0688007;2-Ethoxycarbonyl-4-methoxypyrrolo-[2,3-b]pyridine;J-521037;Ethyl4-methoxy-1H-pyrrolo[2,3-b]pyridine-2-carboxylate

Chemical Property of Ethyl 4-methoxy-1H-pyrrolo[2,3-b]pyridine-2-carboxylate

Chemical Property:

• PSA: 64.21000
• Density: 1.269g/cm³
• LogP: 1.74820
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 220.08479225
• Heavy Atom Count: 16
• Complexity: 260

Purity/Quality:

99% ^*data from raw suppliers

ETHYL4-METHOXY-1H-PYRROLO[2,3-B]PYRIDINE-2-CARBOXYLATE 95 ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=C(C=CN=C2N1)OC

Technology Process of Ethyl 4-methoxy-1H-pyrrolo[2,3-b]pyridine-2-carboxylate

There total 3 articles about Ethyl 4-methoxy-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: 82.0%

ethyl α-azido-β-(4-methoxypyrid-3-yl)acrylate (290332-96-6) → 2-ethoxycarbonyl-4-methoxypyrrolo[2,3-b]pyridine (290332-97-7)

Guidance literature:

In o-xylene; at 170 ℃; for 0.416667h;

Reference yield:

4-methoxynicotinaldehyde (82257-15-6) → 2-ethoxycarbonyl-4-methoxypyrrolo[2,3-b]pyridine (290332-97-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 61 percent / Na / ethanol / 72 h / -15 °C

2: 67 percent / o-xylene / 0.42 h / 170 °C

With sodium; In ethanol; o-xylene;

DOI:10.1021/jo026508x

Reference yield:

4-methoxypyridine (620-08-6,1232006-56-2) → 2-ethoxycarbonyl-4-methoxypyrrolo[2,3-b]pyridine (290332-97-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 77 percent / mesityllithium

2: 61 percent / NaOEt / ethanol / -15 °C

3: 67 percent / xylene / Heating

With sodium ethanolate; mesityllithium; In ethanol; xylene; 1: Formylation / 2: Condensation / 3: indolization;

DOI:10.1016/S0040-4039(00)00728-0

upstream raw materials:

ethyl α-azido-β-(4-methoxypyrid-3-yl)acrylate

4-methoxynicotinaldehyde

4-methoxypyridine

Downstream raw materials:

C₃₇H₄₂N₃O₄PSi

5-(2-Amino-pyrimidin-4-yl)-9-benzylamino-4-methoxy-pyrido[3',2':4,5]pyrrolo[1,2-c]pyrimidine-7-carboxylic acid

5-acetyl-9-benzylamino-7-ethoxycarbonyl-4-methoxypyrido[3',2':4,5]pyrrolo[1,2-c]pyrimidine

7-(2-Amino-pyrimidin-4-yl)-9-benzylamino-pyrido[3',2':4,5]pyrrolo[1,2-c]pyrimidin-4-ol