(1H-Pyrrolo[2,3-b]pyridin-4-yl)methanamine

Base Information

• Chemical Name: (1H-Pyrrolo[2,3-b]pyridin-4-yl)methanamine
• CAS No.: 888498-07-5
• Molecular Formula: C8H9 N3
• Molecular Weight: 147.18
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50470471
• Nikkaji Number: J2.329.451F
• Mol file: 888498-07-5.mol

Synonyms:888498-07-5;(1H-Pyrrolo[2,3-b]pyridin-4-yl)methanamine;4-Aminomethyl-7-azaindole;1H-PYRROLO[2,3-B]PYRIDINE-4-METHANAMINE;1H-pyrrolo[2,3-b]pyridin-4-ylmethanamine;MFCD08458223;SCHEMBL1752655;DTXSID50470471;KPNRVZRVBULYGJ-UHFFFAOYSA-N;AKOS015919771;CS-W008573;PB20269;AS-36112;SY026159;4-(Aminomethyl)-1H-pyrrolo[2,3-b]pyridine;FT-0688244;1H-pyrrolo[2,3-b]pyridin-4-yl-methyl-amine;1-(1H-Pyrrolo[2,3-b]pyridin-4-yl)methanamine;A842970

Chemical Property of (1H-Pyrrolo[2,3-b]pyridin-4-yl)methanamine

Chemical Property:

• Melting Point: 131.7-133.0℃
• Refractive Index: 1.712
• PKA: 14.09±0.40(Predicted)
• PSA: 54.70000
• Density: 1.279g/cm³
• LogP: 1.72190
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 147.079647300
• Heavy Atom Count: 11
• Complexity: 137

Purity/Quality:

98%,99%, ^*data from raw suppliers

1H-?Pyrrolo[2,?3-?b]?pyridine-?4-?methanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CNC2=NC=CC(=C21)CN
• Uses: 1H-?Pyrrolo[2,?3-?b]?pyridine-?4-?methanamine is a useful reagent in synthesis of 2-((1H-pyrrolo[2,3-b]pyridine-4-yl)methylamino)-5-fluoronicotinic acid via monodechlorination.

Technology Process of (1H-Pyrrolo[2,3-b]pyridin-4-yl)methanamine

There total 4 articles about (1H-Pyrrolo[2,3-b]pyridin-4-yl)methanamine 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: 74.0%

1H-pyrrolo[2,3-b]pyridine-4-carbonitrile (344327-11-3) → (1H-pyrrolo[2,3-b]pyridin-4-yl)methanamine (888498-07-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 40 ℃; for 1h;

DOI:10.1021/jo0602571

Reference yield:

1H-pyrrolo[2,3-b]pyridine 1-oxide meta-chlorobenzoic acid salt → (1H-pyrrolo[2,3-b]pyridin-4-yl)methanamine (888498-07-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: POCl₃ / 18 h / 85 - 90 °C

1.2: 12.28 kg / Zn; dppf / Pd₂dba3 / N,N-dimethyl-acetamide / 2 h / 120 °C

2.1: 74 percent / LAH / tetrahydrofuran / 1 h / 40 °C

With lithium aluminium tetrahydride; trichlorophosphate; In tetrahydrofuran;

DOI:10.1021/jo0602571

Reference yield:

7-Azaindole (271-63-6) → (1H-pyrrolo[2,3-b]pyridin-4-yl)methanamine (888498-07-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 89.2 percent / 1,2-dimethoxy-ethane; heptane / 2.5 h / 20 °C

2.1: POCl₃ / 18 h / 85 - 90 °C

2.2: 12.28 kg / Zn; dppf / Pd₂dba3 / N,N-dimethyl-acetamide / 2 h / 120 °C

3.1: 74 percent / LAH / tetrahydrofuran / 1 h / 40 °C

With lithium aluminium tetrahydride; trichlorophosphate; In tetrahydrofuran; 1,2-dimethoxyethane; n-heptane;

DOI:10.1021/jo0602571

upstream raw materials:

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

7-Azaindole

Downstream raw materials:

C₂₄H₂₅N₅O₂

C₁₆H₁₁N₃O₂

C₁₆H₁₇N₅S

C₁₆H₁₆N₄O₃S

Refernces

• 1、 Wang, Xin,Zhi, Ben,Baum, Jean,Chen, Ying,Crockett, Richard,Huang, Liang,Eisenberg, Shawn,Ng, John,Larsen, Robert,Martinelli, Mike,Reider, Paul. "A practical synthesis of 2-((1H-pyrrolo[2,3-b]pyridine-4-yl)methylamino)-5- fluoronicotinic acid". . p. 4021 - 4023. Retrieved 2007/10/03.