4-[(1R)-1-{7-[(7-methylimidazo[1,2-a]pyridin-2-yl)acetyl]-2,7-diazaspiro[3.5]non-2-yl}-2,3-dihydro-1H-inden-5-yl]benzamide

Base Information

• Chemical Name: 4-[(1R)-1-{7-[(7-methylimidazo[1,2-a]pyridin-2-yl)acetyl]-2,7-diazaspiro[3.5]non-2-yl}-2,3-dihydro-1H-inden-5-yl]benzamide
• CAS No.: 1334783-29-7
• Molecular Formula: C₃₃H₃₅N₅O₂
• Molecular Weight: 533.673
• Mol file: 1334783-29-7.mol

Synonyms:4-[(1R)-1-{7-[(7-methylimidazo[1,2-a]pyridin-2-yl)acetyl]-2,7-diazaspiro[3.5]non-2-yl}-2,3-dihydro-1H-inden-5-yl]benzamide

Chemical Property of 4-[(1R)-1-{7-[(7-methylimidazo[1,2-a]pyridin-2-yl)acetyl]-2,7-diazaspiro[3.5]non-2-yl}-2,3-dihydro-1H-inden-5-yl]benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[(1R)-1-{7-[(7-methylimidazo[1,2-a]pyridin-2-yl)acetyl]-2,7-diazaspiro[3.5]non-2-yl}-2,3-dihydro-1H-inden-5-yl]benzamide

There total 13 articles about 4-[(1R)-1-{7-[(7-methylimidazo[1,2-a]pyridin-2-yl)acetyl]-2,7-diazaspiro[3.5]non-2-yl}-2,3-dihydro-1H-inden-5-yl]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: 9.0%

4-[(R)-1-(2,7-diaza-spiro[3.5]non-2-yl)-indan-5-yl]-benzamide hydrochloride (1334785-11-3) + 7-methylimidazo<1,2-a>pyridine-2-carboxylic acid (80353-94-2) → 4-[(1R)-1-{7-[(7-methylimidazo[1,2-a]pyridin-2-yl)acetyl]-2,7-diazaspiro[3.5]non-2-yl}-2,3-dihydro-1H-inden-5-yl]benzamide (1334783-29-7)

Guidance literature:

4-[(R)-1-(2,7-diaza-spiro[3.5]non-2-yl)-indan-5-yl]-benzamide hydrochloride; 7-methylimidazo<1,2-a>pyridine-2-carboxylic acid; With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃;

With sodium hydrogencarbonate; In dichloromethane;

Reference yield:

5-Bromo-1-indanone (34598-49-7) → 4-[(1R)-1-{7-[(7-methylimidazo[1,2-a]pyridin-2-yl)acetyl]-2,7-diazaspiro[3.5]non-2-yl}-2,3-dihydro-1H-inden-5-yl]benzamide (1334783-29-7)

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: diisopropylamine / trisodium tris(3-sulfophenyl)phosphine; palladium diacetate / acetonitrile; water / 2 h / 90 °C

6.1: hydrogenchloride / ethyl acetate; 1,4-dioxane / 3 h

7.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C

With hydrogenchloride; tin(II) chloride dihdyrate; dimethylsulfide borane complex; diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; diisopropylamine; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; trisodium tris(3-sulfophenyl)phosphine; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; ethyl acetate; toluene; acetonitrile;

Reference yield:

1-tert-Butyl 4-methyl piperidine-1,4-dicarboxylate (124443-68-1) → 4-[(1R)-1-{7-[(7-methylimidazo[1,2-a]pyridin-2-yl)acetyl]-2,7-diazaspiro[3.5]non-2-yl}-2,3-dihydro-1H-inden-5-yl]benzamide (1334783-29-7)

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: diisopropylamine / trisodium tris(3-sulfophenyl)phosphine; palladium diacetate / acetonitrile; water / 2 h / 90 °C

6.1: hydrogenchloride / ethyl acetate; 1,4-dioxane / 3 h

7.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; diisopropylamine; trisodium tris(3-sulfophenyl)phosphine; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; methanol; hexanes; dichloromethane; water; ethyl acetate; acetonitrile;

upstream raw materials:

4-[(R)-1-(2,7-diaza-spiro[3.5]non-2-yl)-indan-5-yl]-benzamide hydrochloride

7-methylimidazo<1,2-a>pyridine-2-carboxylic acid

5-Bromo-1-indanone

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