CB5083

Base Information

• Chemical Name: CB5083
• CAS No.: 1542705-92-9
• Molecular Formula: C24H23N5O2
• Molecular Weight: 413.479
• Mol file: 1542705-92-9.mol

Synonyms:CB5083;CB-5083;1-(4-(benzylamino)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-yl)-2-methyl-1H-indole-4-carboxamide

Chemical Property of CB5083

Chemical Property:

• Boiling Point: 760.5±70.0 °C(Predicted)
• PKA: 15.99±0.30(Predicted)
• PSA: 95.06000
• Density: 1.37±0.1 g/cm3(Predicted)
• LogP: 4.28590
• Solubility.: insoluble in H2O; ≥20.65 mg/mL in DMSO; ≥4.4 mg/mL in EtOH

Purity/Quality:

97% ^*data from raw suppliers

CB-5083 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of CB5083

There total 11 articles about CB5083 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: 70.0%

1-(4-(benzylamino)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-yl)-2-methyl-1H-indole-4-carbonitrile (1542705-83-8) → 1-(4-(benzylamino)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-yl)-2-methyl-1H-indole-4-carboxamide (1542705-92-9)

Guidance literature:

With Acetaldehyde oxime; palladium diacetate; triphenylphosphine; In ethanol; water; at 90 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.bmc.2018.12.036

Reference yield:

7, 8-dihydro-5H-pyrano[4,3-d]pyrimidine-2,4-diol (1478126-83-8) → 1-(4-(benzylamino)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-yl)-2-methyl-1H-indole-4-carboxamide (1542705-92-9)

Guidance literature:

Multi-step reaction with 4 steps

1: trichlorophosphate / 2 h / Reflux

2: acetonitrile / 20 °C

3: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos; caesium carbonate / 1,4-dioxane / 2 h / 100 °C

4: palladium diacetate; water; triphenylphosphine; Acetaldehyde oxime / ethanol / 2 h / Reflux

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; Acetaldehyde oxime; water; palladium diacetate; caesium carbonate; triphenylphosphine; XPhos; trichlorophosphate; In 1,4-dioxane; ethanol; acetonitrile;

Reference yield:

Tetrahydro-4H-pyran-4-one (29943-42-8,143562-54-3) → 1-(4-(benzylamino)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-yl)-2-methyl-1H-indole-4-carboxamide (1542705-92-9)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium hydride / tetrahydrofuran; hexane / 45 °C

2.1: ammonium acetate / methanol / 20 °C

3.1: acetonitrile / 0.5 h

3.2: 70 °C

4.1: trichlorophosphate / 2 h / Reflux

5.1: acetonitrile / 20 °C

6.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos; caesium carbonate / 1,4-dioxane / 2 h / 100 °C

7.1: palladium diacetate; water; triphenylphosphine; Acetaldehyde oxime / ethanol / 2 h / Reflux

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; Acetaldehyde oxime; ammonium acetate; water; palladium diacetate; sodium hydride; caesium carbonate; triphenylphosphine; XPhos; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; acetonitrile;

upstream raw materials:

Tetrahydro-4H-pyran-4-one

4-oxotetrahydro-2H-pyran-3-carboxylic acid methyl ester

methyl 4-amino-5,6-dihydro-2H-pyran-3-carboxylate

7, 8-dihydro-5H-pyrano[4,3-d]pyrimidine-2,4-diol