2-formyl-4H-pyrazolo<1,5-a>indole

Base Information

• Chemical Name: 2-formyl-4H-pyrazolo<1,5-a>indole
• CAS No.: 146139-49-3
• Molecular Formula: C₁₁H₈N₂O
• Molecular Weight: 184.197

Synonyms:

Chemical Property of 2-formyl-4H-pyrazolo<1,5-a>indole

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

4H-Pyrazolo[1,5-a]indole-2-carboxaldehyde 97.00% ^*data from reagent suppliers

Safty Information:

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Useful:

Technology Process of 2-formyl-4H-pyrazolo<1,5-a>indole

There total 4 articles about 2-formyl-4H-pyrazolo<1,5-a>indole 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:

2-ethoxycarbonyl-4H-pyrazolo<1,5-a>indole (146139-46-0) → 2-formyl-4H-pyrazolo<1,5-a>indole (146139-49-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / lithium aluminum hydride / diethyl ether / 2 h / Heating

2: 1.) oxalyl chloride, dimethyl sulfoxide (DMSO), 2.) triethylamine / 1.) dichloromethane, -60 deg C, 15 min, 2.) dichloromethane, -15 deg C, 20 min

With lithium aluminium tetrahydride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In diethyl ether;

DOI:10.1248/cpb.40.2267

Reference yield:

2-ethoxycarbonyl-3a,4-dihydro-3H-pyrazolo<1,5-a>indole → 2-formyl-4H-pyrazolo<1,5-a>indole (146139-49-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 68 percent / dichlorodicyano-p-benzoquinone (DQQ) / benzene / 2.5 h / Heating

2: 90 percent / lithium aluminum hydride / diethyl ether / 2 h / Heating

3: 1.) oxalyl chloride, dimethyl sulfoxide (DMSO), 2.) triethylamine / 1.) dichloromethane, -60 deg C, 15 min, 2.) dichloromethane, -15 deg C, 20 min

With lithium aluminium tetrahydride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In diethyl ether; benzene;

DOI:10.1248/cpb.40.2267

Reference yield:

2-hydroxymethyl-2,3,3a,4-tetrahydro-1H-pyrazolo<1,5-a>indole → 2-formyl-4H-pyrazolo<1,5-a>indole (146139-49-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.146 g / periodic acid dihydrate / H₂O; methanol / 0.5 h / 5 °C

2: 1.) oxalyl chloride, dimethyl sulfoxide (DMSO), 2.) triethylamine / 1.) dichloromethane, -60 deg C, 15 min, 2.) dichloromethane, -15 deg C, 20 min

With oxalyl dichloride; dimethyl sulfoxide; periodic acid; triethylamine; In methanol; water;

DOI:10.1248/cpb.40.2267

upstream raw materials:

2-hydroxymethyl-4H-pyrazolo<1,5-a>indole

2-ethoxycarbonyl-4H-pyrazolo<1,5-a>indole

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