Imidazo[1,2-a]pyridin-6-ylmethanol

Base Information

• Chemical Name: Imidazo[1,2-a]pyridin-6-ylmethanol
• CAS No.: 132213-07-1
• Molecular Formula: C8H8N2O
• Molecular Weight: 148.164
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80427615
• Wikidata: Q72485282
• Mol file: 132213-07-1.mol

Synonyms:imidazo[1,2-a]pyridin-6-ylmethanol;132213-07-1;6-(Hydroxymethyl)imidazo[1,2-a]pyridine;Imidazo[1,2-a]pyridine-6-methanol;Imidazo[1,2-a]pyridin-6-yl-methanol;MFCD07368521;{imidazo[1,2-a]pyridin-6-yl}methanol;(Imidazo[1,2-a]pyridin-6-yl)methanol;SCHEMBL2049672;DTXSID80427615;CHEBI:194840;IEOADZOTWIMSMC-UHFFFAOYSA-N;(Imidazo[1,2-a]pyridin-6yl)methanol;AKOS006240730;CS-W003379;PB13061;PS-5159;BP-11248;SY023338;FT-0650786;EN300-54619;Piperazine,1-(3-fluoro-2-pyridinyl)-(9CI);Imidazo[1,2-a]pyridin-6-ylmethanol, AldrichCPR;W-205397;Z814575420

Chemical Property of Imidazo[1,2-a]pyridin-6-ylmethanol

Chemical Property:

• Melting Point: 106-108 °C
• Refractive Index: 1.641
• PKA: 13.36±0.10(Predicted)
• PSA: 37.53000
• Density: 1.267 g/cm³
• LogP: 0.82660
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 148.063662883
• Heavy Atom Count: 11
• Complexity: 140

Purity/Quality:

99% ^*data from raw suppliers

6-(Hydroxymethyl)imidazo[1,2-a]pyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NC=CN2C=C1CO

Technology Process of Imidazo[1,2-a]pyridin-6-ylmethanol

There total 8 articles about Imidazo[1,2-a]pyridin-6-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: 62.0%

imidazo[1,2-a]pyridine-6-carboxylic acid ethyl ester (158001-04-8) → 6-(hydroxymethyl)imidazo[1,2-a]pyridine (132213-07-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 3h;

DOI:10.1021/jo015582x

Reference yield: 57.0%

→ 6-(hydroxymethyl)imidazo[1,2-a]pyridine (132213-07-1)

Guidance literature:

Reference yield: 32.0%

methyl 6-imidazo<1,2-a>pyridinecarboxylate (136117-69-6) → 6-(hydroxymethyl)imidazo[1,2-a]pyridine (132213-07-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1016/j.bmcl.2011.07.117

upstream raw materials:

2-chloroethanal

(6-amino-3-pyridinyl)methanol

imidazo[1,2-a]pyridine-6-carboxylic acid ethyl ester

ethyl-6-amino-nicotinate

Downstream raw materials:

6-imidazo<1,2-a>pyridinecarboxaldehyde

TH-1435

(3-chloroimidazo[1,2-a]pyridin-6-yl)methanol

(3-fluoroimidazo[1,2-a]pyridin-6-yl)methanol

Refernces

• 1、 Hughes, Samantha J.,Millan, David S.,Kilty, Iain C.,Lewthwaite, Russell A.,Mathias, John P.,Reilly, Mark A.O.,Pannifer, Andrew,Phelan, Anne,Stühmeier, Frank,Baldock, Darren A.,Brown, David G.. "Fragment based discovery of a novel and selective PI3 kinase inhibitor". . p. 6586 - 6590. Retrieved 2011/12/04.
• 2、 Chezal,Moreau,Delmas,Gueiffier,Blache,Grassy,Lartigue,Chavignon,Teulade. "Heterocyclization of functionalized vinylic derivatives of imidazo[1,2-α]pyridines". . p. 6576 - 6584. Retrieved 2007/10/03.