(4-Methoxy-phenyl)-(2-morpholin-4-yl-2,3-dihydro-1H-pyrrolo[1,2-a]indol-9-yl)-methanone

Base Information

• Chemical Name: (4-Methoxy-phenyl)-(2-morpholin-4-yl-2,3-dihydro-1H-pyrrolo[1,2-a]indol-9-yl)-methanone
• CAS No.: 137794-99-1
• Molecular Formula: C₂₃H₂₄N₂O₃
• Molecular Weight: 376.455
• Mol file: 137794-99-1.mol

Synonyms:

Chemical Property of (4-Methoxy-phenyl)-(2-morpholin-4-yl-2,3-dihydro-1H-pyrrolo[1,2-a]indol-9-yl)-methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4-Methoxy-phenyl)-(2-morpholin-4-yl-2,3-dihydro-1H-pyrrolo[1,2-a]indol-9-yl)-methanone

There total 4 articles about (4-Methoxy-phenyl)-(2-morpholin-4-yl-2,3-dihydro-1H-pyrrolo[1,2-a]indol-9-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:

1-indolylacetic acid (24297-59-4) → (4-Methoxy-phenyl)-(2-morpholin-4-yl-2,3-dihydro-1H-pyrrolo[1,2-a]indol-9-yl)-methanone (137794-99-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) isobutyl chloroformate, Et₃N / 1.) THF, 0 deg C, 30 min, 2.) Et₂O, from 0 deg C to RT, 3.5 h

2: rhodium(II) acetate dimer / benzene / 15 h / Ambient temperature

3: 51 percent / 5 N HCl/CH₃OH, NaBH₃CN

4: 1.) AlCl₃ / 1.) CH₂Cl₂, 1 h, 2.) CH₂Cl₂, reflux, 20 min

With hydrogenchloride; methanol; dirhodium tetraacetate; aluminium trichloride; sodium cyanoborohydride; triethylamine; isobutyl chloroformate; In benzene;

DOI:10.1021/jm00079a016

Reference yield:

1-diazo-3-indol-1-yl-2-propanone (137794-96-8) → (4-Methoxy-phenyl)-(2-morpholin-4-yl-2,3-dihydro-1H-pyrrolo[1,2-a]indol-9-yl)-methanone (137794-99-1)

Guidance literature:

Multi-step reaction with 3 steps

1: rhodium(II) acetate dimer / benzene / 15 h / Ambient temperature

2: 51 percent / 5 N HCl/CH₃OH, NaBH₃CN

3: 1.) AlCl₃ / 1.) CH₂Cl₂, 1 h, 2.) CH₂Cl₂, reflux, 20 min

With hydrogenchloride; methanol; dirhodium tetraacetate; aluminium trichloride; sodium cyanoborohydride; In benzene;

DOI:10.1021/jm00079a016

Reference yield:

2,3-dihydro-1H-pyrrolo<1,2-a>indol-2-one (137794-97-9) → (4-Methoxy-phenyl)-(2-morpholin-4-yl-2,3-dihydro-1H-pyrrolo[1,2-a]indol-9-yl)-methanone (137794-99-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 51 percent / 5 N HCl/CH₃OH, NaBH₃CN

2: 1.) AlCl₃ / 1.) CH₂Cl₂, 1 h, 2.) CH₂Cl₂, reflux, 20 min

With hydrogenchloride; methanol; aluminium trichloride; sodium cyanoborohydride;

DOI:10.1021/jm00079a016

upstream raw materials:

4-methoxy-benzoyl chloride

2,3-dihydro-2-(4-morpholinyl)-1H-pyrrolo<1,2-a>indole

1-indolylacetic acid

2,3-dihydro-1H-pyrrolo<1,2-a>indol-2-one