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

Base Information

• Chemical Name: 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
• CAS No.: 1334785-21-5
• Molecular Formula: C₃₀H₃₂N₄O₃
• Molecular Weight: 496.609
• Mol file: 1334785-21-5.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 17 articles about 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 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:

5-methylhomophthalic anhydride (154713-84-5) + 2-[(1R)-5-pyrimidin-2-yl-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]nonane dihydrochloride → 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)

Guidance literature:

With triethylamine; In acetonitrile; at 20 ℃;

Reference yield:

5-Bromo-1-indanone (34598-49-7) → 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)

Guidance literature:

Multi-step reaction with 7 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

With hydrogenchloride; tin(II) chloride dihdyrate; dimethylsulfide borane complex; diphenyl phosphoryl azide; potassium acetate; 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; toluene; acetonitrile;

Reference yield:

1-tert-Butyl 4-methyl piperidine-1,4-dicarboxylate (124443-68-1) → 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)

Guidance literature:

Multi-step reaction with 7 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

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

Downstream raw materials:

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