methyl 2-amino-4-bromothiophene-3-carboxylate

Base Information

• Chemical Name: methyl 2-amino-4-bromothiophene-3-carboxylate
• CAS No.: 1239461-22-3
• Molecular Formula: C₆H₆BrNO₂S
• Molecular Weight: 236.089
• Mol file: 1239461-22-3.mol

Synonyms:methyl 2-amino-4-bromothiophene-3-carboxylate

Chemical Property of methyl 2-amino-4-bromothiophene-3-carboxylate

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Methyl 2-amino-4-bromothiophene-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Methyl 2-amino-4-bromothiophene-3-carboxylate is used in studies to design and synthesize novel, orally active, brain penetrants, and tri-substituted thophene based JNK inhibitors starting from carboxylic acids and aminothiophenes.

Technology Process of methyl 2-amino-4-bromothiophene-3-carboxylate

There total 3 articles about methyl 2-amino-4-bromothiophene-3-carboxylate 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:

methyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-bromothiophene-3-carboxylate (1239461-56-3) → methyl 2-amino-4-bromothiophene-3-carboxylate (1239461-22-3)

Guidance literature:

With morpholine; In dichloromethane; at 20 ℃;

Reference yield:

methyl 2-((((9H-fluorene-9-yl)methoxy)carbonyl)amino)-4-oxo-4,5-dihydrothiophene-3-carboxylate → methyl 2-amino-4-bromothiophene-3-carboxylate (1239461-22-3)

Guidance literature:

Multi-step reaction with 2 steps

1: phosphorus(V) oxybromide / toluene / Reflux

2: morpholine / dichloromethane / 20 °C

With morpholine; phosphorus(V) oxybromide; In dichloromethane; toluene;

DOI:10.1016/j.bmcl.2011.01.046

Reference yield:

Methyl 4-chloroacetoacetate (32807-28-6,935731-94-5) → methyl 2-amino-4-bromothiophene-3-carboxylate (1239461-22-3)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydride / hexane

2: phosphorus(V) oxybromide / toluene / Reflux

3: morpholine / dichloromethane / 20 °C

With morpholine; sodium hydride; phosphorus(V) oxybromide; In hexane; dichloromethane; toluene;

DOI:10.1016/j.bmcl.2011.01.046

upstream raw materials:

methyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-bromothiophene-3-carboxylate

Methyl 4-chloroacetoacetate