5-BroMo-4-[2-(diMethylaMino)ethenyl]-2-Methoxy-3-nitropyridine

Base Information

• Chemical Name: 5-BroMo-4-[2-(diMethylaMino)ethenyl]-2-Methoxy-3-nitropyridine
• CAS No.: 917918-81-1
• Molecular Formula: C10H12BrN3O3
• Molecular Weight: 302.128
• Mol file: 917918-81-1.mol

Synonyms:5-BroMo-4-[2-(diMethylaMino)ethenyl]-2-Methoxy-3-nitropyridine-4;5-Bromo-4-[2-(dimethylamino)ethenyl]-2-methoxy-3-nitropyridine;

Chemical Property of 5-BroMo-4-[2-(diMethylaMino)ethenyl]-2-Methoxy-3-nitropyridine

Chemical Property:

• Boiling Point: 392.2±42.0 °C (760 mmHg)
• PKA: 5.47±0.70(Predicted)
• PSA: 71.18000
• Density: 1.514±0.06 g/cm3 (20 °C, 760 mmHg)
• LogP: 2.81640
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate

Purity/Quality:

NLT 98% ^*data from raw suppliers

5-Bromo-4-[2-(dimethylamino)ethenyl]-2-methoxy-3-nitropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-BroMo-4-[2-(diMethylaMino)ethenyl]-2-Methoxy-3-nitropyridine

There total 6 articles about 5-BroMo-4-[2-(diMethylaMino)ethenyl]-2-Methoxy-3-nitropyridine 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: 90.0%

5-bromo-2-methoxy-4-methyl-3-nitropyridine (884495-14-1) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → 2-(5-bromo-2-methoxy-3-nitropyridin-4-yl)-N,N-dimethylethenamine (917918-81-1)

Guidance literature:

In N,N-dimethyl-formamide; at 80 - 100 ℃; Large scale;

DOI:10.1021/acs.oprd.7b00134

Reference yield:

2-amino-5-bromo-4-methylpyridine (98198-48-2) → 2-(5-bromo-2-methoxy-3-nitropyridin-4-yl)-N,N-dimethylethenamine (917918-81-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sulfuric acid; nitric acid / water / 7 h / 25 - 33 °C / Large scale

2.1: sodium nitrite; chloro-trimethyl-silane / 18 h / 0 - 25 °C / Large scale

2.2: 8 h / 20 - 65 °C / Large scale

3.1: N,N-dimethyl-formamide / 80 - 100 °C / Large scale

With chloro-trimethyl-silane; sulfuric acid; nitric acid; sodium nitrite; In water; N,N-dimethyl-formamide; 3.1: |Leimgruber-Batcho Indole Synthesis;

DOI:10.1021/acs.oprd.7b00134

Reference yield:

N-(5-bromo-4-methylpyridin-2-yl)acetamide (142404-82-8) → 2-(5-bromo-2-methoxy-3-nitropyridin-4-yl)-N,N-dimethylethenamine (917918-81-1)

Guidance literature:

Multi-step reaction with 3 steps

1: nitric acid; sulfuric acid

2: chloro-trimethyl-silane; sodium nitrite

With chloro-trimethyl-silane; sulfuric acid; nitric acid; sodium nitrite;

upstream raw materials:

N-(5-bromo-4-methylpyridin-2-yl)acetamide

2-amino-3-nitro-4-methyl-5-bromopyridine

5-bromo-2-methoxy-4-methyl-3-nitropyridine

N,N-dimethyl-formamide dimethyl acetal

Downstream raw materials:

C₁₁H₁₅N₃O₄

1,3-dihydroxy-2-(hydroxymethyl)propan-2-aminium (3-(2-(4-benzoylpiperazin-1-yl)-2-oxoacetyl)-4-methoxy-7-(3-methyl-1H-1,2,4-triazol-1-yl)-1H-pyrrolo[2,3-c]pyridin-1-yl)methyl hydrogen phosphate

C₂₅H₂₄ClN₇O₄

C₂₁H₁₈ClN₅O₄S

Refernces

• 1、 -. "COMPOUND FUNCTIONING AS BROMODOMAIN PROTEIN INHIBITOR, AND COMPOSITION". Paragraph 0077; 0078. . Retrieved 2020/11/22.
• 2、 -. "METHODS OF MAKING HIV ATTACHMENT INHIBITOR PRODRUG COMPOUND AND INTERMEDIATES". . . Retrieved 2012/08/27.