Technology Process of (2RS)-N-{1'-[2-(2-methylphenyl)ethyl]-1-oxo-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-6-yl}acetamide
There total 16 articles about (2RS)-N-{1'-[2-(2-methylphenyl)ethyl]-1-oxo-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-6-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:
- Guidance literature:
-
With
palladium diacetate; potassium carbonate; XPhos; phenylboronic acid;
In
tert-butyl alcohol;
at 110 ℃;
for 24h;
DOI:10.1016/j.bmc.2017.05.012
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: triethylamine; chloroformic acid ethyl ester / tetrahydrofuran / 0.5 h / -20 - -15 °C
1.2: 3 h / 20 °C
2.1: trichlorophosphate; pyridine / tetrahydrofuran; N,N-dimethyl-formamide / 27 h / 0 - 80 °C
3.1: lithium diisopropyl amide / tetrahydrofuran / 3.25 h / -78 - 20 °C / Inert atmosphere
4.1: trimethylsilyl trifluoromethanesulfonate / 18 h / 20 °C
4.2: 48 h / 130 °C
5.1: sodium hydride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.5 h / 20 °C
5.2: 9 h / 120 °C
5.3: Cooling with ice
6.1: hydrogen bromide / 36 h / Reflux
7.1: pyridine / 14 h / 0 - 20 °C / Inert atmosphere
8.1: phenylboronic acid; potassium carbonate; palladium diacetate; XPhos / tert-butyl alcohol / 24 h / 110 °C
With
pyridine; trimethylsilyl trifluoromethanesulfonate; hydrogen bromide; palladium diacetate; chloroformic acid ethyl ester; sodium hydride; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; XPhos; trichlorophosphate; phenylboronic acid;
In
tetrahydrofuran; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/j.bmc.2017.05.012
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: lithium diisopropyl amide / tetrahydrofuran / 3.25 h / -78 - 20 °C / Inert atmosphere
2.1: trifluoroacetic acid / toluene / 4 h / 20 °C
2.2: 18 h / 120 °C
3.1: sodium hydride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.5 h / 20 °C
3.2: 9 h / 120 °C
3.3: Cooling with ice
4.1: hydrogen bromide / 36 h / Reflux
5.1: pyridine / 14 h / 0 - 20 °C / Inert atmosphere
6.1: phenylboronic acid; potassium carbonate; palladium diacetate; XPhos / tert-butyl alcohol / 24 h / 110 °C
With
pyridine; hydrogen bromide; palladium diacetate; sodium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium diisopropyl amide; XPhos; phenylboronic acid;
In
tetrahydrofuran; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
DOI:10.1016/j.bmc.2017.05.012
