2-BROMOTHIAZOLO[5,4-B]PYRIDINE

Base Information

• Chemical Name: 2-BROMOTHIAZOLO[5,4-B]PYRIDINE
• CAS No.: 412923-40-1
• Molecular Formula: C6H3BrN2S
• Molecular Weight: 215.073
• Hs Code.: 2934999090
• Mol file: 412923-40-1.mol

Synonyms:2-Bromothiazolo[5,4-b]pyridine;2-Bromo[1,3]thiazolo[5,4-b]pyridine;

Chemical Property of 2-BROMOTHIAZOLO[5,4-B]PYRIDINE

Chemical Property:

• Refractive Index: 1.733
• Boiling Point: 311.4 °C at 760 mmHg
• Flash Point: 142.2 °C
• PSA: 54.02000
• Density: 1.859 g/cm³
• LogP: 2.45380
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Bromothiazolo[5,4-b]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-BROMOTHIAZOLO[5,4-B]PYRIDINE

There total 1 articles about 2-BROMOTHIAZOLO[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: 18.0%

2-aminothiazolo<5,4-b>pyridine (31784-70-0) → 2-bromothiazolo[5,4-b]pyridine (412923-40-1)

Guidance literature:

With tert.-butylnitrite; copper(ll) bromide; In acetonitrile; at 20 - 60 ℃; for 8h;

DOI:10.1016/j.bmc.2005.09.056

Reference yield: 92.0%

6-[bis(ethyloxy)methyl]-2-[(phenylmethyl)thio]-4-pyrimidinamine (1246034-55-8) + 2-bromothiazolo[5,4-b]pyridine (412923-40-1) → N-{6-[bis(ethyloxy)methyl]-2-[(phenylmethyl)thio]-4-pyrimidinyl}[1,3]thiazolo[5,4-b]pyridin-2-amine (1246034-60-5)

Guidance literature:

6-[bis(ethyloxy)methyl]-2-[(phenylmethyl)thio]-4-pyrimidinamine; 2-bromothiazolo[5,4-b]pyridine; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; for 5.08333h; Inert atmosphere;

With water; In N,N-dimethyl-formamide; mineral oil;

Reference yield:

2-bromothiazolo[5,4-b]pyridine (412923-40-1) → trans-4-{[4-[(tetrahydro-2H-pyran-4-ylamino)methyl]-6-([1,3]thiazolo[5,4-b]pyridin-2-ylamino)-2-pyridinyl]amino}cyclohexanol (2Z)-2-butenedioate

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 3 h / 20 °C / Inert atmosphere; Cooling with ice

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

3.1: 190 °C

4.1: manganese(IV) oxide / tetrahydrofuran / 70 °C

5.1: NaBH(OAc)3 / dichloromethane / 3 h / 20 °C

5.2: 0.5 h

6.1: methanol

With manganese(IV) oxide; NaBH(OAc)3; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

2-aminothiazolo<5,4-b>pyridine

Downstream raw materials:

N-{6-[bis(ethyloxy)methyl]-2-[(phenylmethyl)thio]-4-pyrimidinyl}[1,3]thiazolo[5,4-b]pyridin-2-amine

trans-4-{[4-[(methyloxy)methyl]-6-([1,3]thiazolo[5,4-b]pyridin-2-ylamino)-2-pyrimidinyl]amino}cyclohexyl methanesulfonate

Refernces