2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID ISOPROPYL ESTER

Base Information

• Chemical Name: 2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID ISOPROPYL ESTER
• CAS No.: 184174-82-1
• Molecular Formula: C₁₂H₁₇NO₂S
• Molecular Weight: 239.338
• Mol file: 184174-82-1.mol

Synonyms:isopropyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

Chemical Property of 2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID ISOPROPYL ESTER

Chemical Property:

Purity/Quality:

98%min ^*data from raw suppliers

Isopropyl 2-amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

Useful:

Technology Process of 2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID ISOPROPYL ESTER

There total 2 articles about 2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID ISOPROPYL ESTER 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%

isopropyl cyanoacetate (13361-30-3) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → isopropyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate (184174-82-1)

Guidance literature:

With sulfur; diethylamine; In methanol; ethanol; at 20 ℃; Sonication;

DOI:10.1016/j.ejmech.2019.02.067

Reference yield:

→ isopropyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate (184174-82-1)

Guidance literature:

In cyclohexanone;

Reference yield: 81.0%

isopropyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate (184174-82-1) + 3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride (129-64-6) → 2-[(3-carboxybicyclo[2.2.1]hept-5-ene-2-carbonyl)amino]-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid isopropyl ester

Guidance literature:

In dichloromethane; Inert atmosphere; Reflux;

DOI:10.1016/j.bmc.2010.01.055

upstream raw materials:

isopropyl cyanoacetate

cyclohexanone

Downstream raw materials:

(4-oxo-3-phenyl-3,4,5,6,7,8-hexahydro-benzo[4,5]thieno[2,3-d]pyrimidin-2-ylsulfanyl)-acetic acid ethyl ester

5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one

2-methyl-5,6,7,8-tetrahydrobenzo<4,5>thieno<2,3-d>pyrimidin-4(3H)-one

Refernces

• 1、 -. "Cycloalkyl thienopyrimidinone compounds as well as preparation method and application thereof". Paragraph 0031-0035; 0036-0039. . Retrieved 2020/07/12.
• 2、 Liu, Wen-Shan,Jin, Wen-Yan,Zhou, Liang,Lu, Xing-Hua,Li, Wei-Ya,Ma, Ying,Wang, Run-Ling. "Structure based design of selective SHP2 inhibitors by De novo design, synthesis and biological evaluation". . p. 759 - 774. Retrieved 2019/07/17.