2,3-Dihydro-1H-indole-6-carbonitrile hydrochloride

Base Information

• Chemical Name: 2,3-Dihydro-1H-indole-6-carbonitrile hydrochloride
• CAS No.: 15861-35-5
• Molecular Formula: C9H8 N2
• Molecular Weight: 144.176
• Hs Code.: 2933990090
• European Community (EC) Number: 826-928-3,827-564-8
• DSSTox Substance ID: DTXSID50693603
• Mol file: 15861-35-5.mol

Synonyms:15861-35-5;2,3-DIHYDRO-1H-INDOLE-6-CARBONITRILE HYDROCHLORIDE;Indoline-6-carbonitrile hydrochloride;1187928-89-7;Indoline-6-carbonitrile HCl;2,3-dihydro-1H-indole-6-carbonitrile;hydrochloride;2,3-DIHYDRO-1H-INDOLE-6-CARBONITRILE HCl;DTXSID50693603;Indoline-6-carbonitrilehydrochloride;MFCD09026839;AKOS015849815;SB31243;AC-27813;AS-48468;CS-0342055;EN300-175957;F31224;2,3-Dihydro-1H-indole-6-carbonitrile hydrochloride, AldrichCPR;2,3-Dihydro-1H-indole-6-carbonitrile--hydrogen chloride (1/1)

Chemical Property of 2,3-Dihydro-1H-indole-6-carbonitrile hydrochloride

Chemical Property:

• Boiling Point: 287.1±29.0 °C(Predicted)
• PKA: 3.85±0.20(Predicted)
• PSA: 35.82000
• Density: 1.18±0.1 g/cm3(Predicted)
• LogP: 2.46628
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 180.0454260
• Heavy Atom Count: 12
• Complexity: 191

Purity/Quality:

99% ^*data from raw suppliers

2,3-Dihydro-1H-indole-6-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNC2=C1C=CC(=C2)C#N.Cl

Technology Process of 2,3-Dihydro-1H-indole-6-carbonitrile hydrochloride

There total 4 articles about 2,3-Dihydro-1H-indole-6-carbonitrile hydrochloride 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: 95.0%

potassium cyanide + 6-bromo-indoline (63839-24-7) → indoline-6-carbonitrile (15861-35-5)

Guidance literature:

potassium cyanide; With acetic acid; In ethylene glycol; at 20 ℃; Sealed tube;

6-bromo-indoline; With P(t-Bu)3 Palladacycle Gen_. 3; potassium acetate; In 1,4-dioxane; water; at 60 ℃; for 16h; Sealed tube;

DOI:10.1039/c7sc03912c

Reference yield: 51.0%

1-acetyl-2,3-dihydro-indole-6-carbonitrile (15861-34-4) → indoline-6-carbonitrile (15861-35-5)

Guidance literature:

With methanol; sodium hydroxide; water; In 1,4-dioxane; at 20 ℃;

Reference yield: 37.4%

1H-Indole-6-carbonitrile (15861-36-6) → indoline-6-carbonitrile (15861-35-5)

Guidance literature:

With sodium cyanoborohydride; acetic acid; at 0 - 25 ℃; for 12h; Inert atmosphere;

upstream raw materials:

1-acetyl-2,3-dihydro-indole-6-carbonitrile

1H-Indole-6-carbonitrile

6-bromo-indoline

Downstream raw materials:

6-cyano-5-[4-(2-hydroxyethoxy)phenyl]-1H-indole-3-carboxylic acid

3-formyl-5-[4-(2-hydroxyethoxy)phenyl]-1H-indole-6-carbonitrile

6-cyano-5-{4-[1-(hydroxymethyl)cyclopropyl]phenyl}-1H-indole-3-carboxylic acid

3-formyl-5-{4-[1-(hydroxymethyl)cyclopropyl]phenyl}-1H-indole-6-carbonitrile

Refernces

• 1、 -. "ROCK KINASE INHIBITORS". Paragraph 0327-0329. . Retrieved 2020/05/29.
• 2、 -. "4,5,6,7-TETRAHYDRO-1 H-PYRAZOLO[4,3-C]PYRIDIN-3-AMINE COMPOUNDS AS CBP AND/OR EP300 INHIBITORS". Page/Page column 324. . Retrieved 2016/06/14.