1H-Pyrrolo[1,2-a]indol-2(3H)-one

Base Information

• Chemical Name: 1H-Pyrrolo[1,2-a]indol-2(3H)-one
• CAS No.: 137794-97-9
• Molecular Formula: C11H9NO
• Molecular Weight: 171.199
• Mol file: 137794-97-9.mol

Synonyms:

Chemical Property of 1H-Pyrrolo[1,2-a]indol-2(3H)-one

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Technology Process of 1H-Pyrrolo[1,2-a]indol-2(3H)-one

There total 2 articles about 1H-Pyrrolo[1,2-a]indol-2(3H)-one 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: 25.0%

1-diazo-3-(2-indolyl)-2-propanone → 2,3-dihydro-1H-pyrrolo<1,2-a>indol-2-one (137794-97-9) + 1,2,3,4-tetrahydro-cyclopentindol-2-one (150670-63-6)

Guidance literature:

dirhodium tetraacetate; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/S0040-4020(00)00725-0

Reference yield:

indolylacetic acid (32588-36-6) → 2,3-dihydro-1H-pyrrolo<1,2-a>indol-2-one (137794-97-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: DCC / CH₂Cl₂ / 1 h

1.2: 50 percent / diethyl ether / 1 h / 0 °C

2.1: 70 percent / Rh₂(OAc)4 / CH₂Cl₂ / 2 h / 20 °C

With dicyclohexyl-carbodiimide; dirhodium tetraacetate; In dichloromethane; 1.1: Substitution / 1.2: Condensation / 2.1: Cyclization;

DOI:10.1016/S0040-4020(00)00725-0

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:

indolylacetic acid

Downstream raw materials:

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

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