(S)-2-[1-(4-cyano-3-fluorobenzyl)-1H-imidazol-5-yl]-N-[1-(7-hydroxynaphthalen-1-yl)-2-oxopyrrolidin-3-yl]acetamide

Base Information

Chemical Name:(S)-2-[1-(4-cyano-3-fluorobenzyl)-1H-imidazol-5-yl]-N-[1-(7-hydroxynaphthalen-1-yl)-2-oxopyrrolidin-3-yl]acetamide
CAS No.:440105-65-7
Molecular Formula:C₂₇H₂₂FN₅O₃
Molecular Weight:483.502
Hs Code.:

Synonyms:(S)-2-[1-(4-cyano-3-fluorobenzyl)-1H-imidazol-5-yl]-N-[1-(7-hydroxynaphthalen-1-yl)-2-oxopyrrolidin-3-yl]acetamide

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Chemical Property of (S)-2-[1-(4-cyano-3-fluorobenzyl)-1H-imidazol-5-yl]-N-[1-(7-hydroxynaphthalen-1-yl)-2-oxopyrrolidin-3-yl]acetamide

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Technology Process of (S)-2-[1-(4-cyano-3-fluorobenzyl)-1H-imidazol-5-yl]-N-[1-(7-hydroxynaphthalen-1-yl)-2-oxopyrrolidin-3-yl]acetamide

There total 8 articles about (S)-2-[1-(4-cyano-3-fluorobenzyl)-1H-imidazol-5-yl]-N-[1-(7-hydroxynaphthalen-1-yl)-2-oxopyrrolidin-3-yl]acetamide 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: 69.0%

: (S)-3-amino-1-(7-hydroxynaphthalen-1-yl)-2-oxopyrrolidine hydrochloride

: lithium [1-(4-cyano-3-fluorobenzyl)-1H-imidazol-5-yl]acetate

: 440105-65-7
(S)-2-[1-(4-cyano-3-fluorobenzyl)-1H-imidazol-5-yl]-N-[1-(7-hydroxynaphthalen-1-yl)-2-oxopyrrolidin-3-yl]acetamide

Guidance literature:: With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 18h;
DOI:10.1021/jm010531d

Reference yield:

: 118-46-7
8-amino-2-naphthol

: 440105-65-7
(S)-2-[1-(4-cyano-3-fluorobenzyl)-1H-imidazol-5-yl]-N-[1-(7-hydroxynaphthalen-1-yl)-2-oxopyrrolidin-3-yl]acetamide

Guidance literature:: Multi-step reaction with 8 steps

1: 94 percent / CH₂Cl₂; tetrahydrofuran / 36 h / Heating

2: 97 percent / imidazole / dimethylformamide / 0.5 h / 20 °C

3: 95 percent / HCl(gas) / ethyl acetate / 0.5 h / 20 °C

4: 85 percent / PyBOP; DIEA / CH₂Cl₂

5: LiN(SiMe₃)2 / tetrahydrofuran / 0 °C

6: HCl(gas) / ethyl acetate / 0 °C

7: 69 percent / HOBT; EDC; DIEA / dimethylformamide / 18 h / 20 °C

With 1H-imidazole; hydrogenchloride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm010531d

Reference yield:

: 301548-32-3
t-butyl (7-hydroxynaphthalen-1-yl)carbamate

: 440105-65-7
(S)-2-[1-(4-cyano-3-fluorobenzyl)-1H-imidazol-5-yl]-N-[1-(7-hydroxynaphthalen-1-yl)-2-oxopyrrolidin-3-yl]acetamide

Guidance literature:: Multi-step reaction with 7 steps

1: 97 percent / imidazole / dimethylformamide / 0.5 h / 20 °C

2: 95 percent / HCl(gas) / ethyl acetate / 0.5 h / 20 °C

3: 85 percent / PyBOP; DIEA / CH₂Cl₂

4: LiN(SiMe₃)2 / tetrahydrofuran / 0 °C

5: HCl(gas) / ethyl acetate / 0 °C

6: 69 percent / HOBT; EDC; DIEA / dimethylformamide / 18 h / 20 °C

With 1H-imidazole; hydrogenchloride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm010531d