1-Methyl-1H-pyrrolo[2,3-b]pyridin-5-ol

Base Information

• Chemical Name: 1-Methyl-1H-pyrrolo[2,3-b]pyridin-5-ol
• CAS No.: 737003-45-1
• Molecular Formula: C₈H₈N₂O
• Molecular Weight: 148.164
• DSSTox Substance ID: DTXSID40460785
• Wikidata: Q82284934
• Mol file: 737003-45-1.mol

Synonyms:1-Methyl-1H-pyrrolo[2,3-b]pyridin-5-ol;737003-45-1;1-methylpyrrolo[2,3-b]pyridin-5-ol;1H-Pyrrolo[2,3-b]pyridin-5-ol, 1-methyl-;SCHEMBL1269052;DTXSID40460785;MFCD08741543;AKOS006291551;AB48843;BS-24568;CS-0205355;FT-0678336;1-Methyl-1H-pyrrolo[2,3-b]pyridin-5-ol, AldrichCPR

Chemical Property of 1-Methyl-1H-pyrrolo[2,3-b]pyridin-5-ol

Chemical Property:

• Vapor Pressure: 6.14E-05mmHg at 25°C
• Melting Point: 139-140 °C(Solv: pentane (109-66-0))
• Refractive Index: 1.643
• Boiling Point: 335.5°C at 760 mmHg
• PKA: 8.55±0.40(Predicted)
• Flash Point: 156.7°C
• PSA: 38.05000
• Density: 1.27g/cm³
• LogP: 1.27890
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 148.063662883
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

97% ^*data from raw suppliers

1-Methyl-1H-pyrrolo[2,3-b]pyridin-5-ol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=CC2=CC(=CN=C21)O

Technology Process of 1-Methyl-1H-pyrrolo[2,3-b]pyridin-5-ol

There total 3 articles about 1-Methyl-1H-pyrrolo[2,3-b]pyridin-5-ol 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: 85.0%

5-methoxy-1-methyl-1H-pyrrolo[2,3-b]pyridine (183208-23-3) → 5-hydroxy-1-methyl-1H-pyrrolo[2,3-b]pyridine (737003-45-1)

Guidance literature:

With boron tribromide; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.ejmech.2004.03.005

Reference yield:

5-bromo-1H-pyrrolo[2,3-b]pyridine (183208-35-7) → 5-hydroxy-1-methyl-1H-pyrrolo[2,3-b]pyridine (737003-45-1)

Guidance literature:

Multi-step reaction with 3 steps

1: copper(I) bromide / dimethylformamide; methanol / 2.5 h / Heating

2: 0.51 g / sodium hydride / dimethylformamide / 13 h / 0 - 20 °C

3: 85 percent / boron tribromide / CH₂Cl₂ / 0 - 20 °C

With boron tribromide; sodium hydride; copper(I) bromide; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2004.03.005

Reference yield:

5-methoxy-1H-pyrrolo[2,3-b]pyridine (183208-36-8) → 5-hydroxy-1-methyl-1H-pyrrolo[2,3-b]pyridine (737003-45-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.51 g / sodium hydride / dimethylformamide / 13 h / 0 - 20 °C

2: 85 percent / boron tribromide / CH₂Cl₂ / 0 - 20 °C

With boron tribromide; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2004.03.005

upstream raw materials:

5-methoxy-1-methyl-1H-pyrrolo[2,3-b]pyridine

5-bromo-1H-pyrrolo[2,3-b]pyridine

5-methoxy-1H-pyrrolo[2,3-b]pyridine