(2R)-5-{(1E)-3-[(7R,9aR)-7-(3,5-difluorophenyl)-9-oxohexahydropyrazino[2,1-c][1,4]oxazin-8(1H)-yl]prop-1-en-1-yl}-1,3-dihydrospiro[indene-2,3 '-pyrrolo[2,3-b]pyridin]-2'(1'H)-one 5

Base Information

• Chemical Name: (2R)-5-{(1E)-3-[(7R,9aR)-7-(3,5-difluorophenyl)-9-oxohexahydropyrazino[2,1-c][1,4]oxazin-8(1H)-yl]prop-1-en-1-yl}-1,3-dihydrospiro[indene-2,3 '-pyrrolo[2,3-b]pyridin]-2'(1'H)-one 5
• CAS No.: 1189569-40-1
• Molecular Formula: C₃₁H₂₈F₂N₄O₃
• Molecular Weight: 542.585
• Mol file: 1189569-40-1.mol

Synonyms:(2R)-5-{(1E)-3-[(7R,9aR)-7-(3,5-difluorophenyl)-9-oxohexahydropyrazino[2,1-c][1,4]oxazin-8(1H)-yl]prop-1-en-1-yl}-1,3-dihydrospiro[indene-2,3 '-pyrrolo[2,3-b]pyridin]-2'(1'H)-one 5

Chemical Property of (2R)-5-{(1E)-3-[(7R,9aR)-7-(3,5-difluorophenyl)-9-oxohexahydropyrazino[2,1-c][1,4]oxazin-8(1H)-yl]prop-1-en-1-yl}-1,3-dihydrospiro[indene-2,3 '-pyrrolo[2,3-b]pyridin]-2'(1'H)-one 5

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-5-{(1E)-3-[(7R,9aR)-7-(3,5-difluorophenyl)-9-oxohexahydropyrazino[2,1-c][1,4]oxazin-8(1H)-yl]prop-1-en-1-yl}-1,3-dihydrospiro[indene-2,3 '-pyrrolo[2,3-b]pyridin]-2'(1'H)-one 5

There total 18 articles about (2R)-5-{(1E)-3-[(7R,9aR)-7-(3,5-difluorophenyl)-9-oxohexahydropyrazino[2,1-c][1,4]oxazin-8(1H)-yl]prop-1-en-1-yl}-1,3-dihydrospiro[indene-2,3 '-pyrrolo[2,3-b]pyridin]-2'(1'H)-one 5 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:

(R)-5-bromo-1,3-dihydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one (1189569-86-5) + (9aR)-8-allyl-7(R)-(3,5-difluorophenyl)hexahydropyrazino[2,1-c][1,4]oxazin-9(6H)-one (1189570-08-8) → (2R)-5-{(1E)-3-[(7R,9aR)-7-(3,5-difluorophenyl)-9-oxohexahydropyrazino[2,1-c][1,4]oxazin-8(1H)-yl]prop-1-en-1-yl}-1,3-dihydrospiro[indene-2,3 '-pyrrolo[2,3-b]pyridin]-2'(1'H)-one 5 (1189569-40-1)

Guidance literature:

With N-Methyldicyclohexylamine; bis(tri-tert-butylphosphine)palladium⁽⁰⁾; In dimethyl amine; at 120 ℃; for 18h;

Reference yield:

(R)-morpholine-3,4-dicarboxylic acid 4-tert-butyl ester (869681-70-9) → (2R)-5-{(1E)-3-[(7R,9aR)-7-(3,5-difluorophenyl)-9-oxohexahydropyrazino[2,1-c][1,4]oxazin-8(1H)-yl]prop-1-en-1-yl}-1,3-dihydrospiro[indene-2,3 '-pyrrolo[2,3-b]pyridin]-2'(1'H)-one 5 (1189569-40-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: thionyl chloride / 16 h / Reflux

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 20 °C

3.1: methanol; acetic acid / 0.5 h

3.2: 48 h / 45 °C

4.1: N-Methyldicyclohexylamine / bis(tri-tert-butylphosphine)palladium⁽⁰⁾ / dimethyl amine / 18 h / 120 °C

With thionyl chloride; N-Methyldicyclohexylamine; N-ethyl-N,N-diisopropylamine; bis(tri-tert-butylphosphine)palladium⁽⁰⁾; In methanol; dichloromethane; acetic acid; dimethyl amine;

Reference yield:

7-Azaindole (271-63-6) → (2R)-5-{(1E)-3-[(7R,9aR)-7-(3,5-difluorophenyl)-9-oxohexahydropyrazino[2,1-c][1,4]oxazin-8(1H)-yl]prop-1-en-1-yl}-1,3-dihydrospiro[indene-2,3 '-pyrrolo[2,3-b]pyridin]-2'(1'H)-one 5 (1189569-40-1)

Guidance literature:

Multi-step reaction with 11 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1.42 h / 0 °C

1.2: 1.25 h / 10 °C

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

3.1: water

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

5.1: caesium carbonate / N,N-dimethyl-formamide / 18 h

6.1: hydrogen / palladium 10% on activated carbon / ethanol / 18 h / 760.05 Torr

7.1: chloroform / 17 h / Reflux

8.1: hydrogenchloride / methanol

9.1: ethylenediamine; sodium hydroxide / methanol / 0.5 h / pH 10

10.1: hydrogen bromide; sodium nitrite / copper(I) bromide / water / 0.33 h / 0 - 100 °C

11.1: N-Methyldicyclohexylamine / bis(tri-tert-butylphosphine)palladium⁽⁰⁾ / dimethyl amine / 18 h / 120 °C

With hydrogenchloride; N-Methyldicyclohexylamine; water; hydrogen bromide; hydrogen; pyridinium hydrobromide perbromide; sodium hydride; ammonium chloride; caesium carbonate; ethylenediamine; sodium hydroxide; zinc; sodium nitrite; bis(tri-tert-butylphosphine)palladium⁽⁰⁾; palladium 10% on activated carbon; copper(I) bromide; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; chloroform; water; dimethyl amine; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

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

(9aR)-8-allyl-7(R)-(3,5-difluorophenyl)hexahydropyrazino[2,1-c][1,4]oxazin-9(6H)-one

(R)-morpholine-3,4-dicarboxylic acid 4-tert-butyl ester

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