6-Methoxy-1H-pyrrolo[2,3-b]pyridine

Base Information

• Chemical Name: 6-Methoxy-1H-pyrrolo[2,3-b]pyridine
• CAS No.: 896722-53-5
• Molecular Formula: C₈H₈N₂O
• Molecular Weight: 148.164
• Hs Code.: 2933990090
• European Community (EC) Number: 635-885-8
• DSSTox Substance ID: DTXSID80469459
• Nikkaji Number: J2.571.941G
• Wikidata: Q72489050
• Mol file: 896722-53-5.mol

Synonyms:6-Methoxy-1H-pyrrolo[2,3-b]pyridine;896722-53-5;6-Methoxy-7-azaindole;MFCD06659665;1H-PYRROLO[2,3-B]PYRIDINE, 6-METHOXY-;4-amino-6-methyl(1h)indazole;SCHEMBL1150426;6-Methoxy-7-azaindole, 97%;AMY2852;DTXSID80469459;LNEHZEFKSUBWTA-UHFFFAOYSA-N;CS-B0494;AKOS006348870;PB18740;SS-4327;SY096907;FT-0658249;EN300-205965;A843278;J-518833;Z1203732536

Chemical Property of 6-Methoxy-1H-pyrrolo[2,3-b]pyridine

Chemical Property:

• Vapor Pressure: 0.005mmHg at 25°C
• Melting Point: 88-89
• Refractive Index: 1.647
• Boiling Point: 284.511 °C at 760 mmHg
• PKA: 14.10±0.40(Predicted)
• Flash Point: 98.269 °C
• PSA: 37.91000
• Density: 1.244 g/cm³
• LogP: 1.57150
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 148.063662883
• Heavy Atom Count: 11
• Complexity: 140

Purity/Quality:

99%, ^*data from raw suppliers

6-Methoxy-1H-pyrrolo[2,3-b]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=NC2=C(C=C1)C=CN2

Technology Process of 6-Methoxy-1H-pyrrolo[2,3-b]pyridine

There total 7 articles about 6-Methoxy-1H-pyrrolo[2,3-b]pyridine 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: 89.0%

1H-pyrrolo[2,3-b]pyridin-6-ol (55052-26-1) + methyl iodide (74-88-4) → 6-methoxy-1H-pyrrolo[2,3-b]pyridine (896722-53-5)

Guidance literature:

With potassium carbonate; In acetone; at 50 ℃; for 12h;

Reference yield: 61.0%

sodium methylate (124-41-4) + 1H-Pyrrolo[2,3-b]pyridine-7-oxide (55052-24-9) → 6-methoxy-1H-pyrrolo[2,3-b]pyridine (896722-53-5)

Guidance literature:

1H-Pyrrolo[2,3-b]pyridine-7-oxide; With dimethyl sulfate; In acetonitrile; at 65 ℃; for 15h; Inert atmosphere;

sodium methylate; In acetonitrile; at 60 ℃; for 20h; Inert atmosphere;

DOI:10.1016/j.bmcl.2011.02.097

Reference yield:

methanol (67-56-1) + CH3O4S(1-)*C7H5ClO2*C8H9N2O(1+) → 6-methoxy-1H-pyrrolo[2,3-b]pyridine (896722-53-5)

Guidance literature:

With sodium methylate; In acetonitrile; at 60 - 65 ℃;

DOI:10.1055/s-2007-1000853

upstream raw materials:

1H-pyrrolo[2,3-b]pyridin-6-ol

methyl iodide

methanol

7-Azaindole

Downstream raw materials:

N-[2-(3-bromo-6-methoxy-1H-pyrrolo[2,3-b]pyridin-1-yl)-5-(trifluoromethyl)benzyl]-N-ethylcyclopropanecarboxamide

tert-butyl {1-[2-{[(cyclopropylcarbonyl)(ethyl)amino]methyl}-4-(trifluoromethyl)phenyl]-6-methoxy-1H-pyrrolo[2,3-b]pyridin-3-yl}acetate

{1-[2-{[(cyclopropylcarbonyl)(ethyl)amino]methyl}-4-(trifluoromethyl)phenyl]-6-methoxy-1H-pyrrolo[2,3-b]pyridin-3-yl}acetic acid

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