2-Hydroxy Pioglitazone Hydrochloride

Base Information

• Chemical Name: 2-Hydroxy Pioglitazone Hydrochloride
• CAS No.: 646519-87-1
• Molecular Formula: C₁₉H₂₀N₂O₄S*ClH
• Molecular Weight: 408.906
• Mol file: 646519-87-1.mol

Synonyms:2-Hydroxy Pioglitazone Hydrochloride;

Chemical Property of 2-Hydroxy Pioglitazone Hydrochloride

Chemical Property:

• PSA: 113.82000
• LogP: 3.78130

Purity/Quality:

2-HydroxyPioglitazoneHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Hydroxy Pioglitazone Hydrochloride is a metabolite of Pioglitazone (P471000), which is used as an antidiabetic.

Technology Process of 2-Hydroxy Pioglitazone Hydrochloride

There total 12 articles about 2-Hydroxy Pioglitazone 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:

5-{4-[2-(5-ethyl-pyridin-2-yl)-2-hydroxyethoxy]benzyl}-2,4-thiazolidinedione (101931-00-4) → 5-{4-[2-(5-ethylpyridin-2-yl)-2-hydroxyethoxy]benzyl}-2,4-thiazolidene dione hydrochloride (646519-87-1)

Guidance literature:

With hydrogenchloride; In isopropyl alcohol; Product distribution / selectivity;

Reference yield:

4-[2-chloro-2-(5-ethyl-2-pyridyl)ethoxy]benzaldehyde → 5-{4-[2-(5-ethylpyridin-2-yl)-2-hydroxyethoxy]benzyl}-2,4-thiazolidene dione hydrochloride (646519-87-1)

Guidance literature:

Multi-step reaction with 7 steps

1.1: acetic acid; piperidine / toluene / Heating

2.1: hydrogen / tetrahydrofuran / 12 h

3.1: zinc; acetic acid / 15 h / 25 - 30 °C

4.1: N-Bromosuccinimide / tert-butyl alcohol; water / 1.5 h / 25 °C / Large scale

4.2: 0.75 h / Large scale

4.3: PEG 4000 / 17 h / 78 °C / Large scale

5.1: pyrrolidine / methanol / 2 h / 50 - 55 °C / Large scale

6.1: sodium tetrahydroborate; butane-2,3-dione dioxime; cobalt(II) chloride hexahydrate / water; N,N-dimethyl-formamide / 4 h / 65 - 85 °C / Large scale

7.1: hydrogenchloride / isopropyl alcohol

With pyrrolidine; piperidine; hydrogenchloride; sodium tetrahydroborate; N-Bromosuccinimide; cobalt(II) chloride hexahydrate; hydrogen; acetic acid; butane-2,3-dione dioxime; zinc; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; isopropyl alcohol; toluene; tert-butyl alcohol;

Reference yield:

5-ethyl-2-vinyl-pyridine (5408-74-2) → 5-{4-[2-(5-ethylpyridin-2-yl)-2-hydroxyethoxy]benzyl}-2,4-thiazolidene dione hydrochloride (646519-87-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: N-Bromosuccinimide / tert-butyl alcohol; water / 1.5 h / 25 °C / Large scale

1.2: 0.75 h / Large scale

1.3: PEG 4000 / 17 h / 78 °C / Large scale

2.1: pyrrolidine / methanol / 2 h / 50 - 55 °C / Large scale

3.1: sodium tetrahydroborate; butane-2,3-dione dioxime; cobalt(II) chloride hexahydrate / water; N,N-dimethyl-formamide / 4 h / 65 - 85 °C / Large scale

4.1: hydrogenchloride / isopropyl alcohol

With pyrrolidine; hydrogenchloride; sodium tetrahydroborate; N-Bromosuccinimide; cobalt(II) chloride hexahydrate; butane-2,3-dione dioxime; In methanol; water; N,N-dimethyl-formamide; isopropyl alcohol; tert-butyl alcohol;

upstream raw materials:

5-{4-[2-(5-ethyl-pyridin-2-yl)-2-hydroxyethoxy]benzyl}-2,4-thiazolidinedione

5-ethyl-2-(2-hydroxyethyl)pyridine

2-(5-ethyl-1-oxypyridin-2-yl)ethanol

5-ethyl-2-[2-oxo-(1,3,2)dioxathiolan-4-yl]pyridine