Technology Process of 5-[3-[4-(4-fluorophenyl)piperazin-1-yl]propyl]-1-methyl-1,4,5,6,-tetrahydropyrrolo[3,2-c]azepin-4-one
There total 12 articles about 5-[3-[4-(4-fluorophenyl)piperazin-1-yl]propyl]-1-methyl-1,4,5,6,-tetrahydropyrrolo[3,2-c]azepin-4-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium chloride; sodium hydrogencarbonate;
In
hydrogen chloride-chloroform;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 90 percent / DEPC; Et3N / dimethylformamide / 16 h / 20 °C
2.1: 95 percent / H2 / 10 percent Pd/C / tetrahydrofuran / 21 h / 20 °C
3.1: 63 percent / 80 percent PPA / 1.17 h / 100 - 120 °C
4.1: t-BuOK / tetrahydrofuran / 1 h / 0 °C
4.2: 33 percent / tetrahydrofuran / 93 h / 20 °C
5.1: 100 percent / K2CO3; NaI / acetonitrile / 38 h / Heating
6.1: 89 percent / NaBH4 / ethanol / 17 h / 0 - 20 °C
7.1: 89 percent / HCl / CHCl3 / 2 h / 20 °C
With
hydrogenchloride; sodium tetrahydroborate; potassium tert-butylate; hydrogen; potassium carbonate; triethylamine; diethyl dicarbonate; sodium iodide;
palladium on activated charcoal;
In
tetrahydrofuran; ethanol; chloroform; N,N-dimethyl-formamide; acetonitrile;
1.1: Condensation / 2.1: Hydrogenolysis / 3.1: Cyclization / 4.1: Metallation / 5.1: Alkylation / 6.1: Reduction / 7.1: Dehydration;
DOI:10.1248/cpb.48.623
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: t-BuOK; 18-crown-6 / diethyl ether / 0 °C
1.2: 78 percent / diethyl ether / 1 h / 20 °C
2.1: 79 percent / 1 N aq. NaOH / methanol / 6 h / Heating
3.1: 90 percent / DEPC; Et3N / dimethylformamide / 16 h / 20 °C
4.1: 95 percent / H2 / 10 percent Pd/C / tetrahydrofuran / 21 h / 20 °C
5.1: 63 percent / 80 percent PPA / 1.17 h / 100 - 120 °C
6.1: t-BuOK / tetrahydrofuran / 1 h / 0 °C
6.2: 33 percent / tetrahydrofuran / 93 h / 20 °C
7.1: 100 percent / K2CO3; NaI / acetonitrile / 38 h / Heating
8.1: 89 percent / NaBH4 / ethanol / 17 h / 0 - 20 °C
9.1: 89 percent / HCl / CHCl3 / 2 h / 20 °C
With
hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; 18-crown-6 ether; potassium tert-butylate; hydrogen; potassium carbonate; triethylamine; diethyl dicarbonate; sodium iodide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; chloroform; N,N-dimethyl-formamide; acetonitrile;
1.1: Metallation / 2.1: Hydrolysis / 3.1: Condensation / 4.1: Hydrogenolysis / 5.1: Cyclization / 6.1: Metallation / 7.1: Alkylation / 8.1: Reduction / 9.1: Dehydration;
DOI:10.1248/cpb.48.623