2,3-Dihydro-1H-pyrrolo[3,2-C]pyridine

Base Information

• Chemical Name: 2,3-Dihydro-1H-pyrrolo[3,2-C]pyridine
• CAS No.: 23596-28-3
• Molecular Formula: C7H8N2
• Molecular Weight: 120.154
• Hs Code.: 2933990090
• European Community (EC) Number: 832-950-4
• DSSTox Substance ID: DTXSID601286485
• Mol file: 23596-28-3.mol

Synonyms:2,3-DIHYDRO-1H-PYRROLO[3,2-C]PYRIDINE;23596-28-3;1H,2H,3H-PYRROLO[3,2-C]PYRIDINE;1H-Pyrrolo[3,2-c]pyridine, 2,3-dihydro-;5-azaindoline;MFCD18382584;1H-Pyrrolo[3,2-c]pyridine,2,3-dihydro-(8CI,9CI);2,3-Dihydro-5-azaindole;1H-PYRROLO[3,2-C]PYRIDINE,2,3-DIHYDRO-;SCHEMBL549069;UPZFJNRJKUKWGW-UHFFFAOYSA-N;DTXSID601286485;YAA59628;AKOS006346798;SB35837;BS-13146;SY191867;2, 3-dihydro-1H-pyrrolo[3, 2-c]pyridine;CS-0197578;EN300-76853;A878197;F8881-3839

Chemical Property of 2,3-Dihydro-1H-pyrrolo[3,2-C]pyridine

Chemical Property:

• Boiling Point: 264.907 °C at 760 mmHg
• PKA: 9.91±0.20(Predicted)
• Flash Point: 114.012 °C
• PSA: 24.92000
• Density: 1.115 g/cm³
• LogP: 1.18760
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 120.068748264
• Heavy Atom Count: 9
• Complexity: 103

Purity/Quality:

99%, ^*data from raw suppliers

2,3-dihydro-1H-pyrrolo[3,2-c]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNC2=C1C=NC=C2

Technology Process of 2,3-Dihydro-1H-pyrrolo[3,2-C]pyridine

There total 7 articles about 2,3-Dihydro-1H-pyrrolo[3,2-C]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: 60.0%

tert-butyl 2,3-dihydro-1H-pyrrolo[3,2-c]pyridine-1-carboxylate (219834-81-8) → 2,3-dihydro-1H-pyrrolo[3,2-c]pyridine (23596-28-3)

Guidance literature:

tert-butyl 2,3-dihydro-1H-pyrrolo[3,2-c]pyridine-1-carboxylate; With hydrogenchloride; In 1,2-dimethoxyethane; water; at 50 - 55 ℃; for 0.5h;

With sodium hydrogencarbonate; In 1,2-dimethoxyethane; water;

Reference yield: 41.0%

5-azaindole (271-34-1) → 2,3-dihydro-1H-pyrrolo[3,2-c]pyridine (23596-28-3)

Guidance literature:

With hydrogen; Raney nickel; In ethanol; at 70 ℃; for 72h; under 2250.23 Torr;

Reference yield:

4-aminopyridine (504-24-5) → 2,3-dihydro-1H-pyrrolo[3,2-c]pyridine (23596-28-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 38.6 g / CH₂Cl₂; H₂O / 0.42 h / 20 °C

2.1: t-butyllithium / tetrahydrofuran; pentane / 3.5 h / -78 - -15 °C

2.2: 75 percent / tetrahydrofuran; pentane / 2 h / -78 - 20 °C

3.1: 100 percent / triethylamine; methanesulfonyl chloride / CH₂Cl₂ / 2 h / -10 - 20 °C

4.1: diisobutylaluminum hydride / CH₂Cl₂ / 20 h / Heating

With tert.-butyl lithium; diisobutylaluminium hydride; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; dichloromethane; water; pentane; 1.1: Acylation / 2.1: Metallation / 2.2: Alkylation / 3.1: Cyclization / 4.1: Reduction;

DOI:10.1021/jo991011h

upstream raw materials:

tert-butyl 2,3-dihydro-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

4-aminopyridine

N-(4-pyridyl) t-butyl carbamate

(tert-butoxy)-N-[3-(2-hydroxyethyl)(4-pyridyl)]carboxamide

Downstream raw materials:

tert-butyl 2,3-dihydro-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

1-methyl-2,3-dihydro-1H-pyrrolo<3,2-c>pyridine

7-bromo-1-methyl-2-pyrrolino[3,2-c]pyridine

1-Methyl-7-(1-naphthyl)-2,3-dihydro-1H-pyrrolo[3,2-c]pyridine

Refernces

• 1、 -. "NOVEL COMPOUNDS". Page/Page column 90. . Retrieved 2011/08/22.
• 2、 Spivey, Alan C.,Fekner, Tomasz,Spey, Sharon E.,Adams, Harry. "Configurationally Stable Biaryl Analogues of 4-(Dimethylamino)pyridine: A Novel Class of Chiral Nucleophilic Catalysts". . p. 9430 - 9443. Retrieved 2007/10/03.