2-amino-N-{2-[(4-{[(3-pyridylmethoxy)-carbonylamino]methyl}phenyl)carbonylamino]phenyl}acetamide

Base Information

• Chemical Name: 2-amino-N-{2-[(4-{[(3-pyridylmethoxy)-carbonylamino]methyl}phenyl)carbonylamino]phenyl}acetamide
• CAS No.: 1037543-22-8
• Molecular Formula: C₂₃H₂₃N₅O₄
• Molecular Weight: 433.467

Synonyms:2-amino-N-{2-[(4-{[(3-pyridylmethoxy)-carbonylamino]methyl}phenyl)carbonylamino]phenyl}acetamide

Chemical Property of 2-amino-N-{2-[(4-{[(3-pyridylmethoxy)-carbonylamino]methyl}phenyl)carbonylamino]phenyl}acetamide

Chemical Property:

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Technology Process of 2-amino-N-{2-[(4-{[(3-pyridylmethoxy)-carbonylamino]methyl}phenyl)carbonylamino]phenyl}acetamide

There total 2 articles about 2-amino-N-{2-[(4-{[(3-pyridylmethoxy)-carbonylamino]methyl}phenyl)carbonylamino]phenyl}acetamide 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: 69.0%

2-[(tert-butoxy)carbonylamino]-N-{2-[(4-{[(3-pyridylmethoxy)-carbonylamino]methyl}phenyl)carbonylamino]phenyl}acetamide (1037543-21-7) → 2-amino-N-{2-[(4-{[(3-pyridylmethoxy)-carbonylamino]methyl}phenyl)carbonylamino]phenyl}acetamide (1037543-22-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 5 ℃; for 2h;

DOI:10.1021/jm8001839

Reference yield:

Entinostat (209783-80-2,442532-99-2) → 2-amino-N-{2-[(4-{[(3-pyridylmethoxy)-carbonylamino]methyl}phenyl)carbonylamino]phenyl}acetamide (1037543-22-8)

Guidance literature:

Multi-step reaction with 2 steps

1: benzotriazol-1-ol; dicyclohexyl-carbodiimide / N,N-dimethyl-formamide / 18 h / 20 °C

2: trifluoroacetic acid / dichloromethane / 2 h / 0 - 5 °C

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

Reference yield: 65.0%

2-amino-N-{2-[(4-{[(3-pyridylmethoxy)-carbonylamino]methyl}phenyl)carbonylamino]phenyl}acetamide (1037543-22-8) + (4-nitrophenoxycarbonyloxy)methyl(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-enyl)nona-2,4,6,8-tetraenoate → (N-{[N-(2-{[4-{[3-pyridylmethoxycarbonylamino]methyl}phenyl]carbonylamino}phenyl)-carbamoyl]methyl}carbamoyloxy)methyl(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-enyl)nona-2,4,6,8-tetraenoate (1037543-23-9)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; triethylamine; at 20 ℃; for 24h;

upstream raw materials:

2-[(tert-butoxy)carbonylamino]-N-{2-[(4-{[(3-pyridylmethoxy)-carbonylamino]methyl}phenyl)carbonylamino]phenyl}acetamide

Entinostat

Downstream raw materials:

(N-{[N-(2-{[4-{[3-pyridylmethoxycarbonylamino]methyl}phenyl]carbonylamino}phenyl)-carbamoyl]methyl}carbamoyloxy)methyl(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-enyl)nona-2,4,6,8-tetraenoate

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