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

Base Information

• Chemical Name: (1H-pyrrolo[2,3-b]pyridin-3-yl)methanamine
• CAS No.: 933691-80-6
• Molecular Formula: C₈H₉N₃
• Molecular Weight: 147.18
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90591755
• Wikidata: Q82485616
• Mol file: 933691-80-6.mol

Synonyms:(1H-pyrrolo[2,3-b]pyridin-3-yl)methanamine;933691-80-6;1H-Pyrrolo[2,3-b]pyridine-3-methanamine;1H-pyrrolo[2,3-b]pyridin-3-ylmethanamine;{1H-pyrrolo[2,3-b]pyridin-3-yl}methanamine;3-AMINOMETHYL-7-AZAINDOLE;SCHEMBL1836680;DTXSID90591755;SSAMGZYCCCUIEN-UHFFFAOYSA-N;AKOS005209263;PB15129;DB-079514;AM20061627;CS-0053794;P11573;EN300-1830145;A844544;J-504763;1-(1H-PYRROLO[2,3-B]PYRIDIN-3-YL)METHANAMINE

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

Chemical Property:

• PKA: 14.01±0.40(Predicted)
• PSA: 54.70000
• Density: 1.278g/cm³
• LogP: 1.72190
• Storage Temp.: 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:

97% ^*data from raw suppliers

(1H-pyrrolo[2,3-b]pyridin-3-yl)methanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(NC=C2CN)N=C1

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

There total 5 articles about (1H-pyrrolo[2,3-b]pyridin-3-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: 91.0%

3-(azidomethyl)-1H-pyrrolo[2,3-b]pyridine (1313725-94-8) → 7-azaindole-3-methanamine (933691-80-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; at 20 ℃; for 3h;

DOI:10.1021/jm500510f

Reference yield: 35.0%

1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde oxime (860362-09-0) → 7-azaindole-3-methanamine (933691-80-6)

Guidance literature:

With hydrogenchloride; zinc; at 20 ℃; for 0.75h;

DOI:10.1016/j.bmc.2007.05.072

Reference yield:

1H-pyrrolo[2,3-b]pyridin-3-carbaldehyde (4649-09-6) → 7-azaindole-3-methanamine (933691-80-6)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C

2: diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 6 h / Inert atmosphere; Reflux

3: hydrogen / palladium 10% on activated carbon / ethyl acetate / 3 h / 20 °C

With sodium tetrahydroborate; diphenyl phosphoryl azide; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; ethyl acetate;

upstream raw materials:

1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde oxime

1H-pyrrolo[2,3-b]pyridin-3-carbaldehyde

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

3-(azidomethyl)-1H-pyrrolo[2,3-b]pyridine