2-chloro-4-((1S,7S,7aR)-1-ethyl-7-hydroxy-3-oxo-tetrahydro-1H-pyrrolo[1,2-c]imidazol-2(3H)-yl)-3-methylbenzonitrile

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Chemical Name:2-chloro-4-((1S,7S,7aR)-1-ethyl-7-hydroxy-3-oxo-tetrahydro-1H-pyrrolo[1,2-c]imidazol-2(3H)-yl)-3-methylbenzonitrile
CAS No.:757247-59-9
Molecular Formula:C₁₆H₁₈ClN₃O₂
Molecular Weight:319.791
Hs Code.:

Synonyms:2-chloro-4-((1S,7S,7aR)-1-ethyl-7-hydroxy-3-oxo-tetrahydro-1H-pyrrolo[1,2-c]imidazol-2(3H)-yl)-3-methylbenzonitrile

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Chemical Property of 2-chloro-4-((1S,7S,7aR)-1-ethyl-7-hydroxy-3-oxo-tetrahydro-1H-pyrrolo[1,2-c]imidazol-2(3H)-yl)-3-methylbenzonitrile

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Technology Process of 2-chloro-4-((1S,7S,7aR)-1-ethyl-7-hydroxy-3-oxo-tetrahydro-1H-pyrrolo[1,2-c]imidazol-2(3H)-yl)-3-methylbenzonitrile

There total 15 articles about 2-chloro-4-((1S,7S,7aR)-1-ethyl-7-hydroxy-3-oxo-tetrahydro-1H-pyrrolo[1,2-c]imidazol-2(3H)-yl)-3-methylbenzonitrile 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: 82.0%

: 4-((1S,7S,7aR)-7-((tert-butyldiphenylsilyl)oxy)-1-ethyl-3-oxotetrahydro-1H-pyrrolo[1,2-c]imidazol-2(3H)-yl)-2-chloro-3-methylbenzonitrile

: 757247-59-9
2-chloro-4-((1S,7S,7aR)-1-ethyl-7-hydroxy-3-oxo-tetrahydro-1H-pyrrolo[1,2-c]imidazol-2(3H)-yl)-3-methylbenzonitrile

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2.5h;
DOI:10.1002/anie.201510418

Reference yield: 68.0%

: 945469-31-8
C₂₂H₃₂ClN₃O₂Si

: 757247-59-9
2-chloro-4-((1S,7S,7aR)-1-ethyl-7-hydroxy-3-oxo-tetrahydro-1H-pyrrolo[1,2-c]imidazol-2(3H)-yl)-3-methylbenzonitrile

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1021/jm070312d

Reference yield:

: 573768-09-9
4-amino-2-chloro-3-methyl-benzonitrile

: 757247-59-9
2-chloro-4-((1S,7S,7aR)-1-ethyl-7-hydroxy-3-oxo-tetrahydro-1H-pyrrolo[1,2-c]imidazol-2(3H)-yl)-3-methylbenzonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: 39 percent / CuI; tert-butylnitrite / acetonitrile / 3 h / 65 °C

2: 21 percent / Cs₂CO₃ / Pd₂(dba)3; chiral ferrocenyl catalyst / toluene; dimethylsulfoxide / 48 h / 100 °C

3: TFA / CH₂Cl₂ / 3 h / 20 °C

4: 130 mg / i-Pr₂NEt / tetrahydrofuran; toluene / 1.17 h / 0 - 20 °C

5: 68 percent / Bu₄NF / tetrahydrofuran / 1 h / 20 °C

With copper(l) iodide; tert.-butylnitrite; tetrabutyl ammonium fluoride; caesium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; chiral ferrocenyl catalyst; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; toluene; acetonitrile;
DOI:10.1021/jm070312d