3-(5-{5-[3-cyano-4-(3-fluoro-1-pyrrolidinyl)phenyl]-1,2,4-oxadiazol-3-yl}-1-isoquinolinyl)propanoic acid

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Chemical Name:3-(5-{5-[3-cyano-4-(3-fluoro-1-pyrrolidinyl)phenyl]-1,2,4-oxadiazol-3-yl}-1-isoquinolinyl)propanoic acid
CAS No.:1192829-58-5
Molecular Formula:C₂₅H₂₀FN₅O₃
Molecular Weight:457.464
Hs Code.:

Synonyms:3-(5-{5-[3-cyano-4-(3-fluoro-1-pyrrolidinyl)phenyl]-1,2,4-oxadiazol-3-yl}-1-isoquinolinyl)propanoic acid

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Chemical Property of 3-(5-{5-[3-cyano-4-(3-fluoro-1-pyrrolidinyl)phenyl]-1,2,4-oxadiazol-3-yl}-1-isoquinolinyl)propanoic acid

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Technology Process of 3-(5-{5-[3-cyano-4-(3-fluoro-1-pyrrolidinyl)phenyl]-1,2,4-oxadiazol-3-yl}-1-isoquinolinyl)propanoic acid

There total 9 articles about 3-(5-{5-[3-cyano-4-(3-fluoro-1-pyrrolidinyl)phenyl]-1,2,4-oxadiazol-3-yl}-1-isoquinolinyl)propanoic 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:

: 1192830-01-5
1,1-dimethylethyl 3-(5-{5-[3-cyano-4-(3-fluoro-1-pyrrolidinyl)phenyl]-1,2,4-oxadiazol-3-yl}-1-isoquinolinyl)propanoate

: 1192829-58-5
3-(5-{5-[3-cyano-4-(3-fluoro-1-pyrrolidinyl)phenyl]-1,2,4-oxadiazol-3-yl}-1-isoquinolinyl)propanoic acid

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 7h;

Reference yield:

: 34784-04-8
5-bromoisoquinoline

: 1192829-58-5
3-(5-{5-[3-cyano-4-(3-fluoro-1-pyrrolidinyl)phenyl]-1,2,4-oxadiazol-3-yl}-1-isoquinolinyl)propanoic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: aluminum (III) chloride / dichloromethane / 3.08 h / 30 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 3.83 h / -10 - 20 °C / Inert atmosphere

3.1: 1,1'-bis-(diphenylphosphino)ferrocene; sodium carbonate; potassium hexacyanoferrate(III) / palladium diacetate / DMA / 120 °C

4.1: hydroxylamine hydrochloride; sodium hydrogencarbonate / ethanol / 5 h / 60 °C

5.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.17 h / 20 °C

5.2: 0.5 h / 120 °C / Microwave

6.1: sodium hydride / N,N-dimethyl-formamide / Cooling with ice

6.2: 20 °C

7.1: hydrogenchloride / 1,4-dioxane / 7 h / 20 °C

With hydrogenchloride; 1,1'-bis-(diphenylphosphino)ferrocene; hydroxylamine hydrochloride; sodium hydride; sodium hydrogencarbonate; sodium carbonate; N-ethyl-N,N-diisopropylamine; HATU; potassium hexacyanoferrate(III); aluminum (III) chloride; palladium diacetate; In 1,4-dioxane; DMA; ethanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 1192829-83-6
1,1-dimethylethyl 3-(5-bromo-1-isoquinolinyl)propanoate

: 1192829-58-5
3-(5-{5-[3-cyano-4-(3-fluoro-1-pyrrolidinyl)phenyl]-1,2,4-oxadiazol-3-yl}-1-isoquinolinyl)propanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1,1'-bis-(diphenylphosphino)ferrocene; sodium carbonate; potassium hexacyanoferrate(III) / palladium diacetate / DMA / 120 °C

2.1: hydroxylamine hydrochloride; sodium hydrogencarbonate / ethanol / 5 h / 60 °C

3.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.17 h / 20 °C

3.2: 0.5 h / 120 °C / Microwave

4.1: sodium hydride / N,N-dimethyl-formamide / Cooling with ice

4.2: 20 °C

5.1: hydrogenchloride / 1,4-dioxane / 7 h / 20 °C

With hydrogenchloride; 1,1'-bis-(diphenylphosphino)ferrocene; hydroxylamine hydrochloride; sodium hydride; sodium hydrogencarbonate; sodium carbonate; N-ethyl-N,N-diisopropylamine; HATU; potassium hexacyanoferrate(III); palladium diacetate; In 1,4-dioxane; DMA; ethanol; N,N-dimethyl-formamide;