5-methyl-2-(2-oxo-2-{2-[(1R)-5-pyrimidin-2-yl-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]non-7-yl}ethyl)benzamide

Base Information

• Chemical Name: 5-methyl-2-(2-oxo-2-{2-[(1R)-5-pyrimidin-2-yl-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]non-7-yl}ethyl)benzamide
• CAS No.: 1334783-53-7
• Molecular Formula: C₃₀H₃₃N₅O₂
• Molecular Weight: 495.624
• Mol file: 1334783-53-7.mol

Synonyms:5-methyl-2-(2-oxo-2-{2-[(1R)-5-pyrimidin-2-yl-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]non-7-yl}ethyl)benzamide

Chemical Property of 5-methyl-2-(2-oxo-2-{2-[(1R)-5-pyrimidin-2-yl-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]non-7-yl}ethyl)benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-methyl-2-(2-oxo-2-{2-[(1R)-5-pyrimidin-2-yl-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]non-7-yl}ethyl)benzamide

There total 18 articles about 5-methyl-2-(2-oxo-2-{2-[(1R)-5-pyrimidin-2-yl-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]non-7-yl}ethyl)benzamide 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%

5-methyl-2-{2-oxo-2-[2-((R)-5-pyrimidin-2-yl-indan-1-yl)-2,7-diaza-spiro[3.5]non-7-yl]ethyl}benzoic acid (1334785-21-5) → 5-methyl-2-(2-oxo-2-{2-[(1R)-5-pyrimidin-2-yl-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]non-7-yl}ethyl)benzamide (1334783-53-7)

Guidance literature:

5-methyl-2-{2-oxo-2-[2-((R)-5-pyrimidin-2-yl-indan-1-yl)-2,7-diaza-spiro[3.5]non-7-yl]ethyl}benzoic acid; With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

With ammonia; In 1,4-dioxane; N,N-dimethyl-formamide; at 20 - 40 ℃; for 8h;

Reference yield:

5-Bromo-1-indanone (34598-49-7) → 5-methyl-2-(2-oxo-2-{2-[(1R)-5-pyrimidin-2-yl-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]non-7-yl}ethyl)benzamide (1334783-53-7)

Guidance literature:

Multi-step reaction with 8 steps

1.1: dimethylsulfide borane complex; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran / 4 h / -10 - 0 °C / Inert atmosphere

2.1: diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 6 h / 3 - 15 °C / Inert atmosphere

3.1: tin(II) chloride dihdyrate / methanol / 20 °C

3.2: 1 h

4.1: methanol / 16 h / 50 °C

4.2: 26 h / 20 - 60 °C / Inert atmosphere

5.1: bis(pinacol)diborane; potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 5.5 h / 110 °C / Inert atmosphere

5.2: 20.25 h / 110 °C / Inert atmosphere

6.1: hydrogenchloride / 1,4-dioxane / 3 h / 20 °C

7.1: triethylamine / acetonitrile / 20 °C

8.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 0.17 h / 20 °C

8.2: 8 h / 20 - 40 °C

With hydrogenchloride; tin(II) chloride dihdyrate; dimethylsulfide borane complex; diphenyl phosphoryl azide; potassium acetate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; bis(pinacol)diborane; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

1-tert-Butyl 4-methyl piperidine-1,4-dicarboxylate (124443-68-1) → 5-methyl-2-(2-oxo-2-{2-[(1R)-5-pyrimidin-2-yl-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]non-7-yl}ethyl)benzamide (1334783-53-7)

Guidance literature:

Multi-step reaction with 8 steps

1.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexanes / 1 h / 0 °C

1.2: 1 h

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.42 h / 0 °C

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.45 h / -78 °C

3.2: -78 - 20 °C

3.3: 20 °C

4.1: methanol / 16 h / 50 °C

4.2: 26 h / 20 - 60 °C / Inert atmosphere

5.1: bis(pinacol)diborane; potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 5.5 h / 110 °C / Inert atmosphere

5.2: 20.25 h / 110 °C / Inert atmosphere

6.1: hydrogenchloride / 1,4-dioxane / 3 h / 20 °C

7.1: triethylamine / acetonitrile / 20 °C

8.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 0.17 h / 20 °C

8.2: 8 h / 20 - 40 °C

With hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; potassium acetate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; dimethyl sulfoxide; triethylamine; diisopropylamine; bis(pinacol)diborane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; methanol; hexanes; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

5-Bromo-1-indanone

1-tert-Butyl 4-methyl piperidine-1,4-dicarboxylate

2,7-diaza-spiro[3.5]nonane-2-carboxylic acid tert-butyl ester

2-(carboxymethyl)-5-methylbenzoic acid