6-BroMospiro[chroMan-2,4'-piperidin]-4-one hydrochloride

Base Information

• Chemical Name: 6-BroMospiro[chroMan-2,4'-piperidin]-4-one hydrochloride
• CAS No.: 921760-46-5
• Molecular Formula: C13H15BrClNO2
• Molecular Weight: 332.6207
• Mol file: 921760-46-5.mol

Synonyms:6-BroMospiro[chroMan-2,4'-piperidin]-4-one hydrochloride

Chemical Property of 6-BroMospiro[chroMan-2,4'-piperidin]-4-one hydrochloride

Chemical Property:

• PSA: 38.33000
• LogP: 3.66730
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

NLT 98% ^*data from raw suppliers

6-Bromospiro[chroman-2,4'-piperidin]-4-onehydrochloride >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 6-Bromospiro[chroman-2,4''-piperidin]-4-one hydrochloride is useful in the synthesis of use as acetyl coenzyme A carboxylase (ACC) inhibitors.

Technology Process of 6-BroMospiro[chroMan-2,4'-piperidin]-4-one hydrochloride

There total 4 articles about 6-BroMospiro[chroMan-2,4'-piperidin]-4-one hydrochloride 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: 100.0%

tert-butyl 6-bromo-4-oxo-3,4-dihydro-1'H-spiro[chromene-2,4'-piperidine]-1'-carboxylate (690632-38-3) → 6-bromospiro[chroman-2,4'-piperidin]-4-one hydrochloride (921760-46-5)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; dichloromethane; at 20 ℃; for 1.5h;

Reference yield: 96.0%

5-Bromo-2-hydroxyacetophenone (1450-75-5) + N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → 6-bromospiro[chroman-2,4'-piperidin]-4-one hydrochloride (921760-46-5)

Guidance literature:

5-Bromo-2-hydroxyacetophenone; N-tert-butyloxycarbonylpiperidin-4-one; With pyrrolidine; In methanol; at 80 ℃; for 16h;

With hydrogenchloride; In 1,4-dioxane; dichloromethane; at 20 ℃; for 16h;

Reference yield:

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → 6-bromospiro[chroman-2,4'-piperidin]-4-one hydrochloride (921760-46-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyrrolidine / methanol / 0.5 h / 20 °C

1.2: 18 h / 80 °C

2.1: hydrogenchloride / 1,4-dioxane; dichloromethane / 1.5 h / 20 °C

With pyrrolidine; hydrogenchloride; In 1,4-dioxane; methanol; dichloromethane;

upstream raw materials:

5-Bromo-2-hydroxyacetophenone

N-tert-butyloxycarbonylpiperidin-4-one

tert-butyl 6-bromo-4-oxo-3,4-dihydro-1'H-spiro[chromene-2,4'-piperidine]-1'-carboxylate

Downstream raw materials:

6-bromospiro[chroman-2,4'-piperidin]-4-one

Refernces

• 1、 -. "INDAZOLE COMPOUNDS AS KINASE INHIBITORS AND METHOD OF TREATING CANCER WITH SAME". Page/Page column 93. . Retrieved 2013/04/25.
• 2、 -. "SPIROCHROMANONE DERIVATIVES AS ACETYL COENZYME A CARBOXYLASE (ACC) INHIBITORS". Page/Page column 92. . Retrieved 2008/06/13.