1-(2-Bromothiazol-4-yl)-N-methylmethanamine

Base Information

• Chemical Name: 1-(2-Bromothiazol-4-yl)-N-methylmethanamine
• CAS No.: 933692-77-4
• Molecular Formula: C₅H₇BrN₂S
• Molecular Weight: 207.094
• Mol file: 933692-77-4.mol

Synonyms:1-(2-Bromothiazol-4-yl)-N-methylmethanamine

Chemical Property of 1-(2-Bromothiazol-4-yl)-N-methylmethanamine

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2-Bromothiazol-4-yl)-N-methylmethanamine

There total 2 articles about 1-(2-Bromothiazol-4-yl)-N-methylmethanamine 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: 94.0%

(2-bromothiazol-4-yl)methyl methanesulfonate (1025468-17-0) + methylamine (74-89-5) → 1-(2-bromothiazol-4-yl)-N-methylmethanamine (933692-77-4)

Guidance literature:

In tetrahydrofuran; water; at 20 ℃; for 2h;

Reference yield:

C5H5BrN2S → 1-(2-bromothiazol-4-yl)-N-methylmethanamine (933692-77-4)

Guidance literature:

With sodium tetrahydroborate; In methanol; ethanol; at 0 - 20 ℃;

DOI:10.1016/j.tetlet.2016.10.022

Reference yield:

1-(2-bromothiazol-4-yl)-N-methylmethanamine (933692-77-4) → thiazol-5-ylmethyl ((2S,3S,5S)-3-hydroxy-5-((S)-3-methyl-2-(3-methyl-3-((2-(2-((triethylsilyl)peroxy)propan-2-yl)thiazol-4-yl)methyl)ureido)butanamido)-1,6-diphenylhexan-2-yl)carbamate

Guidance literature:

Multi-step reaction with 7 steps

1: triethylamine / dichloromethane / 8 h / 20 °C

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydrogencarbonate / N,N-dimethyl-formamide / 4 h / 100 °C / Inert atmosphere

3: hydrogenchloride / dichloromethane; 1,4-dioxane / 6 h / 20 °C

4: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / -78 - -10 °C

5: sodium hydroxide / methanol / 16 h / 20 °C

6: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 20 °C

7: oxygen; bis(2,2,6,6-tetramethylheptane-3,5-dione)cobalt(II) / dichloromethane / 30 h / 20 °C / 760.05 Torr

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; bis(2,2,6,6-tetramethylheptane-3,5-dione)cobalt(II); oxygen; sodium hydrogencarbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; 2: |Suzuki Coupling;

DOI:10.1016/j.tetlet.2016.10.022

upstream raw materials:

(2-bromothiazol-4-yl)methyl methanesulfonate

methylamine

Refernces

• 1、 Gazal, Sharon,Gupta, Priya,Gunturu, Siva Ramakrishna,Isherwood, Matthew,Voss, Matthew E.. "Application of Isayama–Mukaiyama cobalt catalyzed hydroperoxysilylation for the preparation of ritonavir hydroperoxide". supporting information. p. 5099 - 5102. Retrieved 2016/11/02.