5-nitro-1'-((2-(trimethylsilyl)ethoxy)methyl)-1,3-dihydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one

Base Information

• Chemical Name: 5-nitro-1'-((2-(trimethylsilyl)ethoxy)methyl)-1,3-dihydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one
• CAS No.: 879132-49-7
• Molecular Formula: C₂₁H₂₅N₃O₄Si
• Molecular Weight: 411.533
• Mol file: 879132-49-7.mol

Synonyms:5-Methoxy-5H-furan-2-on;5-hydroxymethyl-2(5H)-furanone;(+/-)-5-nitro-1'-{[2(trimethylsilyl)ethoxy]methyl}-1,3-dihydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one;(+/-)-5-nitro-1'-{[2-(trimethylsilyl)ethoxy]methy}-1,3-dihydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one;(+/-)-5-nitro-1'-{[2-(trimethylsilyl)ethoxy]methyl}-1,3-dihydrospiro[inden-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one;5-methoxy-5H-furan-2-one;(+/)-5-methoxy-2(5H)-furanone;5-methoxy-3-furan-2-one;5-methoxyfuran-2(5H)-one;

Chemical Property of 5-nitro-1'-((2-(trimethylsilyl)ethoxy)methyl)-1,3-dihydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one

Chemical Property:

• PSA: 88.25000
• LogP: 4.27350

Purity/Quality:

≥95% ^*data from raw suppliers

5-nitro-1'-((2-(trimethylsilyl)ethoxy)methyl)-1,3-dihydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-nitro-1'-((2-(trimethylsilyl)ethoxy)methyl)-1,3-dihydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one

There total 9 articles about 5-nitro-1'-((2-(trimethylsilyl)ethoxy)methyl)-1,3-dihydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one 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-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one (879132-48-6) + 1,2-bis-bromomethyl-4-nitro-benzene (6425-66-7) → 5-nitro-1‘-((2-(trimethylsilyl)ethoxy)methyl)-1,3-dihydrospiro[indene-2,3’-pyrrolo[2,3-b]pyridin]-2’(1’H)-one (879132-49-7)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2008.10.106

Reference yield:

1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine (879132-46-4) + 1,2-bis-bromomethyl-4-nitro-benzene (6425-66-7) → 5-nitro-1‘-((2-(trimethylsilyl)ethoxy)methyl)-1,3-dihydrospiro[indene-2,3’-pyrrolo[2,3-b]pyridin]-2’(1’H)-one (879132-49-7)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; for 18.0833h;

Reference yield:

1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine (879132-46-4) → 5-nitro-1‘-((2-(trimethylsilyl)ethoxy)methyl)-1,3-dihydrospiro[indene-2,3’-pyrrolo[2,3-b]pyridin]-2’(1’H)-one (879132-49-7)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridinium hydrobromide perbromide / 1,4-dioxane / 1.5 h / 20 °C

2: ammonium chloride; zinc / tetrahydrofuran; water / 3 h

3: caesium carbonate / N,N-dimethyl-formamide / 18.08 h

With pyridinium hydrobromide perbromide; ammonium chloride; caesium carbonate; zinc; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide;

upstream raw materials:

1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one

1,2-bis-bromomethyl-4-nitro-benzene

1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine

7-Azaindole

Downstream raw materials:

5-amino-1‘-((2-(trimethylsilyl)ethoxy)methyl)-1,3-dihydrospiro[indene-2,3’-pyrrolo[2,3-b]pyridin]-2’(1’H)-one

(R)-5-amino-1,3-dihydrospiro[indene-2,3’-pyrrolo[2,3-b]pyridin]-2’(1’H)-one

tert-butyl (S)-(2'-oxo-1'-{[2-(trimethylsilyl)ethoxy]methyl}-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl)carbamate

tert-butyl (R)-(2'-oxo-1'-{[2-(trimethylsilyl)ethoxy]methyl}-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl)carbamate