Spiro[piperidine-4,3'-[3H]pyrrolo[2,3-b]pyridine], 1',2'-dihydro-1-(phenylMethyl)-

Base Information

• Chemical Name: Spiro[piperidine-4,3'-[3H]pyrrolo[2,3-b]pyridine], 1',2'-dihydro-1-(phenylMethyl)-
• CAS No.: 845552-76-3
• Molecular Formula: C18H21N3
• Molecular Weight: 279.385
• Mol file: 845552-76-3.mol

Synonyms:1-benzyl-1',2'-dihydrospiro[piperidine-4,3'-pyrrolo[2,3-b]pyridine];1-benzyl-1',2'-dihydrospiro[piperidine-4,3'-pyrrol[2,3-b]pyridine];

Chemical Property of Spiro[piperidine-4,3'-[3H]pyrrolo[2,3-b]pyridine], 1',2'-dihydro-1-(phenylMethyl)-

Chemical Property:

• Melting Point: 124 - 126 °C
• PSA: 28.16000
• LogP: 3.11680
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

99%, ^*data from raw suppliers

Spiro[piperidine-4,3'-[3H]pyrrolo[2,3-b]pyridine],1',2'-dihydro-1-(phenylmethyl)- 95+% ^*data from reagent suppliers

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Useful:

Technology Process of Spiro[piperidine-4,3'-[3H]pyrrolo[2,3-b]pyridine], 1',2'-dihydro-1-(phenylMethyl)-

There total 7 articles about Spiro[piperidine-4,3'-[3H]pyrrolo[2,3-b]pyridine], 1',2'-dihydro-1-(phenylMethyl)- 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: 84.0%

1-benzyl-4-(2-chloropyridin-3-yl)piperidine-4-carbonitrile (845552-77-4) → 1-benzyl-1',2'-dihydrospiro[piperidine-4,3'-pyrrolo[2,3-b]-pyridine] (845552-76-3)

Guidance literature:

With lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; for 20h; Reflux;

DOI:10.1016/j.bmcl.2014.04.085

Reference yield:

C18H22ClN3 (1021303-49-0) → 1-benzyl-1',2'-dihydrospiro[piperidine-4,3'-pyrrolo[2,3-b]-pyridine] (845552-76-3)

Guidance literature:

With potassium carbonate; In acetonitrile; for 21h; Heating / reflux;

Reference yield:

2-(2-chloropyridin-3-yl)acetonitrile (101012-32-2) → 1-benzyl-1',2'-dihydrospiro[piperidine-4,3'-pyrrolo[2,3-b]-pyridine] (845552-76-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / dimethyl sulfoxide / 2.5 h / 50 °C

2: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 20 h / Reflux

With lithium tri-t-butoxyaluminum hydride; potassium hydroxide; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1016/j.bmcl.2014.04.085

upstream raw materials:

C₁₈H₂₂ClN₃

(2-chloropyrid-3-yl)methanol

2-chloro-3-(chloromethyl)pyridine

2-(2-chloropyridin-3-yl)acetonitrile

Downstream raw materials:

1-benzyl-1'-methyl-1',2'-dihydrospiro[piperidine-4,3'-pyrrol[2,3-b]pyridine]

C₁₉H₂₃N₃O₂S

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