2-(Chloromethyl)[1,3]thiazolo[5,4-b]pyridine

Base Information

• Chemical Name: 2-(Chloromethyl)[1,3]thiazolo[5,4-b]pyridine
• CAS No.: 110704-35-3
• Molecular Formula: C7H5ClN2S
• Molecular Weight: 184.649
• DSSTox Substance ID: DTXSID90557376
• Wikidata: Q82439244
• Mol file: 110704-35-3.mol

Synonyms:110704-35-3;2-(chloromethyl)-[1,3]thiazolo[5,4-b]pyridine;2-(chloromethyl)[1,3]thiazolo[5,4-b]pyridine;Thiazolo[5,4-b]pyridine, 2-(chloromethyl)-;2-Chloromethylthiazolo[5,4-b]pyridine;SCHEMBL4822182;DTXSID90557376;PEZKJSQLIHPQMD-UHFFFAOYSA-N;AKOS014316065;2-Chloromethyl-thiazolo[5,4-b]pyridine;EN300-120348

Chemical Property of 2-(Chloromethyl)[1,3]thiazolo[5,4-b]pyridine

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 183.9861970
• Heavy Atom Count: 11
• Complexity: 144

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(N=C1)SC(=N2)CCl

Technology Process of 2-(Chloromethyl)[1,3]thiazolo[5,4-b]pyridine

There total 1 articles about 2-(Chloromethyl)[1,3]thiazolo[5,4-b]pyridine 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:

2-mercapto-3-amino pyridine (38240-21-0,792850-88-5) + 2-chloro-1,1,1-triethoxyethane (51076-95-0) → 2-(chloromethyl)[1,3]thiazolo[5,4-b]pyridine (110704-35-3)

Guidance literature:

In ethanol; at 60 ℃; for 4h;

Reference yield:

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) + 2-(chloromethyl)[1,3]thiazolo[5,4-b]pyridine (110704-35-3) → 4-(thiazolo[5,4-b]pyridin-2-ylmethoxy)-benzaldehyde

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1021/jm9904102

Reference yield:

2-(chloromethyl)[1,3]thiazolo[5,4-b]pyridine (110704-35-3) → cyclohexyl-[4-(thiazolo[5,4-b]pyridin-2-ylmethoxy)-phenyl]-methanol (1025940-63-9)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / dimethylformamide / 16 h / 20 °C

2: tetrahydrofuran / 12 h / 20 °C

With potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Alkylation / 2: Addition;

DOI:10.1021/jm9904102

upstream raw materials:

2-mercapto-3-amino pyridine

2-chloro-1,1,1-triethoxyethane

Downstream raw materials:

cyclohexyl-[4-(thiazolo[5,4-b]pyridin-2-ylmethoxy)-phenyl]-methanol

O-{cyclohexyl-[4-(thiazolo[5,4-b]pyridin-2-ylmethoxy)-phenyl]-methyl}-hydroxylamine

2-{cyclohexyl-[4-(thiazolo[5,4-b]pyridin-2-ylmethoxy)-phenyl]-methoxy}-isoindole-1,3-dione