1,3-benzodioxol-5-yl(2,3-dihydro-1H-indol-1-yl)methanone

Base Information

• Chemical Name: 1,3-benzodioxol-5-yl(2,3-dihydro-1H-indol-1-yl)methanone
• CAS No.: 40360-67-6
• Molecular Formula: C16H13NO3
• DSSTox Substance ID: DTXSID701328494
• Nikkaji Number: J2.240.358C
• ChEMBL ID: CHEMBL1576537
• Mol file: 40360-67-6.mol

Synonyms:40360-67-6;1,3-benzodioxol-5-yl(2,3-dihydro-1H-indol-1-yl)methanone;1,3-benzodioxol-5-yl(2,3-dihydroindol-1-yl)methanone;Oprea1_174797;Oprea1_666163;MLS001222478;F1044-0020;IFLab1_004532;CHEMBL1576537;Benzo[1,3]dioxol-5-yl-(2,3-dihydro-indol-1-yl)-methanone;DTXSID701328494;HMS1424N22;HMS2905K23;STK034836;AKOS000677425;IDI1_010287;SMR000608273;benzo[d][1,3]dioxol-5-yl(indolin-1-yl)methanone;Z30624510

Chemical Property of 1,3-benzodioxol-5-yl(2,3-dihydro-1H-indol-1-yl)methanone

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 267.08954328
• Heavy Atom Count: 20
• Complexity: 386

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CN(C2=CC=CC=C21)C(=O)C3=CC4=C(C=C3)OCO4

Technology Process of 1,3-benzodioxol-5-yl(2,3-dihydro-1H-indol-1-yl)methanone

There total 1 articles about 1,3-benzodioxol-5-yl(2,3-dihydro-1H-indol-1-yl)methanone 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: 12.0%

1-[(1,3-benzodioxol-5-yl)carbonyl]-7-iodo-2,3-dihydroindole (660399-10-0) → 1-[(1,3-benzodioxol-5-yl)carbonyl]-2,3-dihydroindole (40360-67-6) + anhydrolycorine-7-one (40360-71-2) + 4,5-dihydro-7H-[1,3]dioxolo[4,5-k]pyrrolo[3,2,1-de]phenanthridin-7-one (128581-38-4)

Guidance literature:

With tributylphosphine; 1,3-bis-(diphenylphosphino)propane; silver carbonate; palladium diacetate; In N,N-dimethyl-formamide; for 2h; Heating;

DOI:10.3987/COM-03-S10

Reference yield: 83.0%

1-[(1,3-benzodioxol-5-yl)carbonyl]-2,3-dihydroindole (40360-67-6) → anhydrolycorine-7-one (40360-71-2)

Guidance literature:

With boron trifluoride diethyl etherate; bis-[(trifluoroacetoxy)iodo]benzene; In dichloromethane; at -25 ℃; for 1.5h;

DOI:10.1021/ol052086c

Reference yield: 10.0%

1-[(1,3-benzodioxol-5-yl)carbonyl]-2,3-dihydroindole (40360-67-6) → anhydrolycorine-7-one (40360-71-2) + 4,5-dihydro-7H-[1,3]dioxolo[4,5-k]pyrrolo[3,2,1-de]phenanthridin-7-one (128581-38-4)

Guidance literature:

palladium diacetate; In acetic acid; at 115 - 120 ℃; for 5h;

DOI:10.1016/S0040-4039(00)76203-4

upstream raw materials:

1-[(1,3-benzodioxol-5-yl)carbonyl]-7-iodo-2,3-dihydroindole

Downstream raw materials:

anhydrolycorine-7-one

4,5-dihydro-7H-[1,3]dioxolo[4,5-k]pyrrolo[3,2,1-de]phenanthridin-7-one

hippadine