2-(7-(3-cyano-4-isopropoxybenzyloxy)-9-methyl-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid

Base Information

Chemical Name:2-(7-(3-cyano-4-isopropoxybenzyloxy)-9-methyl-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid
CAS No.:1215118-40-3
Molecular Formula:C₂₅H₂₆N₂O₄
Molecular Weight:418.492
Hs Code.:

Synonyms:2-(7-(3-cyano-4-isopropoxybenzyloxy)-9-methyl-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid

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Chemical Property of 2-(7-(3-cyano-4-isopropoxybenzyloxy)-9-methyl-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid

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Technology Process of 2-(7-(3-cyano-4-isopropoxybenzyloxy)-9-methyl-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid

There total 14 articles about 2-(7-(3-cyano-4-isopropoxybenzyloxy)-9-methyl-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic 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:

: 1215119-09-7
tert-butyl 2-(7-(3-cyano-4-isopropoxybenzyloxy)-9-methyl-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate

: 1215118-40-3
2-(7-(3-cyano-4-isopropoxybenzyloxy)-9-methyl-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid

Guidance literature:: With rac-cysteine; trifluoroacetic acid; at 0 ℃; for 3h;

Reference yield:

: 37033-95-7
5-benzyloxy-1H-indole-2-carboxylic acid ethyl ester

: 1215118-40-3
2-(7-(3-cyano-4-isopropoxybenzyloxy)-9-methyl-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium hydride / toluene; mineral oil / 0.83 h

1.2: 20 - 70 °C

1.3: 24 h / Reflux

2.1: tetrahydrofuran / 24 h / Reflux

3.1: hydrogen / palladium 10% on activated carbon / water; tetrahydrofuran / 24 h / 11636.1 Torr

4.1: hydrogen; acetic acid / 20 % Pd(OH)2/C / ethanol; tetrahydrofuran / 50 °C / 10343.2 - 25858.1 Torr

5.1: palladium on carbon / toluene / 48 h / 80 °C

6.1: caesium carbonate / N,N-dimethyl-formamide / 48 h / 20 °C

7.1: N-iodo-succinimide / dichloromethane / 0.83 h / 0 °C

8.1: bis(tri-t-butylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 2 h / 70 °C / Inert atmosphere; Sealed vessel

9.1: trifluoroacetic acid; rac-cysteine / 3 h / 0 °C

With N-iodo-succinimide; rac-cysteine; hydrogen; sodium hydride; caesium carbonate; acetic acid; trifluoroacetic acid; bis(tri-t-butylphosphine)palladium⁽⁰⁾; 20 % Pd(OH)2/C; palladium on carbon; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; mineral oil;

Reference yield:

: 1174512-53-8
7-bromo-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-one

: 1215118-40-3
2-(7-(3-cyano-4-isopropoxybenzyloxy)-9-methyl-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid

Guidance literature:: Multi-step reaction with 8 steps

1: tetrahydrofuran / 16 h / 65 °C

2: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 1.5 h / 90 °C / Inert atmosphere

3: sodium hydroxide; dihydrogen peroxide / water; tetrahydrofuran / 0.42 h / 23 °C

4: hydrogen / palladium 10% on activated carbon / ethyl acetate; water / 3 h / 4913.04 Torr

5: caesium carbonate / N,N-dimethyl-formamide / 48 h / 20 °C

6: N-iodo-succinimide / dichloromethane / 0.83 h / 0 °C

7: bis(tri-t-butylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 2 h / 70 °C / Inert atmosphere; Sealed vessel

8: trifluoroacetic acid; rac-cysteine / 3 h / 0 °C

With N-iodo-succinimide; rac-cysteine; hydrogen; dihydrogen peroxide; potassium acetate; caesium carbonate; trifluoroacetic acid; sodium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; bis(tri-t-butylphosphine)palladium⁽⁰⁾; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;