1H-Pyrrolo[2,3-b]pyridine-2-carboxylic Acid

Base Information

• Chemical Name: 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic Acid
• CAS No.: 136818-50-3
• Molecular Formula: C8H6N2O2
• Molecular Weight: 162.148
• Hs Code.: 2933990090
• European Community (EC) Number: 802-710-3
• DSSTox Substance ID: DTXSID80428006
• Nikkaji Number: J1.056.161B
• Wikidata: Q72505634
• Mol file: 136818-50-3.mol

Synonyms:1H-Pyrrolo[2,3-b]pyridine-2-carboxylic Acid;136818-50-3;1H-Pyrrolo[2,3-b]pyridine-2-carboxylicacid;7-AZAINDOLE-2-CARBOXYLIC ACID;MFCD06659752;SCHEMBL296469;DTXSID80428006;DXMRZBGFYBCTLR-UHFFFAOYSA-N;KUC107422N;BCP23451;CS-D0705;AKOS000149948;AC-4416;FS-2893;KSC-20-092;PB29393;SY004412;AM20070254;BB 0220676;FT-0646907;EN300-33541;A807145;AR-527/43461189;W-205487;F0001-0466;Z234897681;1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, AldrichCPR

Chemical Property of 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic Acid

Chemical Property:

• Vapor Pressure: 9.1E-09mmHg at 25°C
• Refractive Index: 1.743
• Boiling Point: 446.822 °C at 760 mmHg
• PKA: 0.04±0.20(Predicted)
• Flash Point: 224.03 °C
• PSA: 65.98000
• Density: 1.507 g/cm³
• LogP: 1.26110
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 162.042927438
• Heavy Atom Count: 12
• Complexity: 196

Purity/Quality:

97% ^*data from raw suppliers

1H-Pyrrolo[2,3-b]pyridine-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(NC(=C2)C(=O)O)N=C1

Technology Process of 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic Acid

There total 11 articles about 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic Acid 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: 92.0%

1-(phenyl-sulfonyl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid (189089-90-5) → 7-azaindole-2-carboxylic acid (136818-50-3)

Guidance literature:

With sodium t-butanolate; In 1,4-dioxane; at 80 ℃; for 3h; Inert atmosphere;

DOI:10.1055/s-0029-1219918

Reference yield: 81.0%

1-(tert-butyl) 2-ethyl 1H-pyrrolo[2,3-b]pyridine-1,2-dicarboxylate (577711-88-7) → 7-azaindole-2-carboxylic acid (136818-50-3)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 4h;

Reference yield:

2-Amino-3-bromopyridine (13534-99-1) + 2-oxo-propionic acid (127-17-3) → 7-azaindole-2-carboxylic acid (136818-50-3)

Guidance literature:

With potassium phosphate; magnesium sulfate; acetic acid; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In ISOPROPYLAMIDE; at 140 ℃;

upstream raw materials:

7-Azaindole

tert.-butyl lithium

carbon dioxide

2-Amino-3-bromopyridine

Downstream raw materials:

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

3-chloro-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid

1-(3-fluorophenyl)-N-methoxy-N-methyl-1H-pyrrolo[2,3-b]pyridine-2-carboxamide

1-[1-(3-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-2-yl]ethanone