tert-butyl 2-(7-(5-(3-chloro-5-(trifluoromethoxy)phenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate

Base Information

Chemical Name:tert-butyl 2-(7-(5-(3-chloro-5-(trifluoromethoxy)phenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate
CAS No.:1261173-50-5
Molecular Formula:C₂₆H₂₃ClF₃N₃O₄
Molecular Weight:533.935
Hs Code.:

Synonyms:tert-butyl 2-(7-(5-(3-chloro-5-(trifluoromethoxy)phenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate

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Chemical Property of tert-butyl 2-(7-(5-(3-chloro-5-(trifluoromethoxy)phenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate

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Technology Process of tert-butyl 2-(7-(5-(3-chloro-5-(trifluoromethoxy)phenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate

There total 6 articles about tert-butyl 2-(7-(5-(3-chloro-5-(trifluoromethoxy)phenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate 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:

: 433926-46-6
3-chloro-5-(trifluoromethoxy)benzoic acid

: 1174512-15-2
tert-butyl 2-(7-(N'-hydroxycarbamimidoyl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate

: 1261173-50-5
tert-butyl 2-(7-(5-(3-chloro-5-(trifluoromethoxy)phenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate

Guidance literature:: 3-chloro-5-(trifluoromethoxy)benzoic acid; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; for 0.25h;

tert-butyl 2-(7-(N'-hydroxycarbamimidoyl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate; In N,N-dimethyl-formamide; at 20 - 70 ℃; for 1.5h;

Reference yield:

: 16732-70-0
ethyl 5-bromoindolecarboxylate

: 1261173-50-5
tert-butyl 2-(7-(5-(3-chloro-5-(trifluoromethoxy)phenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / toluene; mineral oil / 48 h / 110 °C

2.1: 1-methyl-pyrrolidin-2-one / 2 h / 200 °C / Sealed tube; Microwave irradiation

3.1: tetrahydrofuran / 22 h / 65 °C

4.1: hydrogen / palladium on carbon / ethyl acetate / 22 h / 3620.13 Torr / Inert atmosphere

5.1: hydroxylamine / ethanol; water / 4 h / 70 °C / Sealed tube

6.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.25 h

6.2: 1.5 h / 20 - 70 °C

With 1-methyl-pyrrolidin-2-one; hydrogen; hydroxylamine; sodium hydride; N-ethyl-N,N-diisopropylamine; HATU; palladium on carbon; In tetrahydrofuran; ethanol; water; ethyl acetate; 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

: 1261173-50-5
tert-butyl 2-(7-(5-(3-chloro-5-(trifluoromethoxy)phenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1-methyl-pyrrolidin-2-one / 2 h / 200 °C / Sealed tube; Microwave irradiation

2.1: tetrahydrofuran / 22 h / 65 °C

3.1: hydrogen / palladium on carbon / ethyl acetate / 22 h / 3620.13 Torr / Inert atmosphere

4.1: hydroxylamine / ethanol; water / 4 h / 70 °C / Sealed tube

5.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.25 h

5.2: 1.5 h / 20 - 70 °C

With 1-methyl-pyrrolidin-2-one; hydrogen; hydroxylamine; N-ethyl-N,N-diisopropylamine; HATU; palladium on carbon; In tetrahydrofuran; ethanol; water; ethyl acetate; N,N-dimethyl-formamide;