thieno[3,2-b]pyridin-2-ylmethanol

Base Information

• Chemical Name: thieno[3,2-b]pyridin-2-ylmethanol
• CAS No.: 94191-19-2
• Molecular Formula: C₈H₇NOS
• Molecular Weight: 165.216
• Mol file: 94191-19-2.mol

Synonyms:thieno[3,2-b]pyridin-2-ylmethanol;Thieno[3,2-b]pyridine-2-methanol

Chemical Property of thieno[3,2-b]pyridin-2-ylmethanol

Chemical Property:

• PSA: 61.36000
• LogP: 1.78860

Purity/Quality:

95+% ^*data from raw suppliers

Thieno[3,2-b]pyridin-2-ylmethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of thieno[3,2-b]pyridin-2-ylmethanol

There total 6 articles about thieno[3,2-b]pyridin-2-ylmethanol 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: 68.0%

methyl thieno[3,2-b]pyridine-2-carboxylate (478149-02-9) → 2-hydroxymethylthieno<3,2-b>pyridine (94191-19-2)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Inert atmosphere;

Reference yield:

methyl 3-amino-thieno[3,2-b]pyridine-2-carboxylate (111042-90-1) → 2-hydroxymethylthieno<3,2-b>pyridine (94191-19-2)

Guidance literature:

Multi-step reaction with 2 steps

1: hypophosphorous acid; sodium nitrite / water / 3 h / Cooling with ice bath

2: lithium aluminium tetrahydride / tetrahydrofuran / 0.83 h / 0 °C

With lithium aluminium tetrahydride; hypophosphorous acid; sodium nitrite; In tetrahydrofuran; water;

Reference yield:

3-chloro-2-cyanopyridine (38180-46-0) → 2-hydroxymethylthieno<3,2-b>pyridine (94191-19-2)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / N,N-dimethyl-formamide; water / 3 h / 40 °C

2: hypophosphorous acid; sodium nitrite / water / 3 h / Cooling with ice bath

3: lithium aluminium tetrahydride / tetrahydrofuran / 0.83 h / 0 °C

With lithium aluminium tetrahydride; hypophosphorous acid; potassium carbonate; sodium nitrite; In tetrahydrofuran; water; N,N-dimethyl-formamide;

upstream raw materials:

formaldehyd

thieno[3,2-b]pyridine

benzyl 2-(2-pyridyl)vinyl sulfide

methyl 3-amino-thieno[3,2-b]pyridine-2-carboxylate

Refernces

• 1、 -. "CERTAIN TRIAZOLOPYRIDINES AND TRIAZOLOPYRAZINES, COMPOSITIONS THEREOF AND METHODS OF USE THEREFOR". . . Retrieved 2012/10/08.
• 2、 Klemm, L. H.,Louris, John N.. "Chemistry of Thienopyridines. XXXI. A New Synthesis of Thienopyridine and Studies on Direct Substitution into Its Thiophene Ring". . p. 785 - 790. Retrieved 2007/10/02.