Technology Process of 4-[N-(3-chloro-4-fluorophenyl)amino]-6-(methylthio)-7-[3-(4-morpholinyl)propoxy]pyrido[3,2-d]pyrimidine
There total 11 articles about 4-[N-(3-chloro-4-fluorophenyl)amino]-6-(methylthio)-7-[3-(4-morpholinyl)propoxy]pyrido[3,2-d]pyrimidine 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:
-
Multi-step reaction with 9 steps
1: 95 percent / 1-methyl-pyrrolidin-2-one / 0.17 h / 170 °C
2: Fe; aq. HOAc / ethanol / 0.5 h / Heating
3: H2SO4 / 16 h / Heating
4: POCl3 / 1.83 h / Heating
5: aq. HCl / propan-2-ol / 0.5 h / 60 °C
6: 80 percent / pyridine*HCl / 0.13 h / 200 - 210 °C
7: 62 percent / K2CO3 / tetrahydrofuran; dimethylformamide / 1.25 h / Heating
8: Et3N / tetrahydrofuran; dimethylformamide / 1 h / 0 °C
9: tetrahydrofuran / 96 h / 50 °C
With
hydrogenchloride; sulfuric acid; pyridine hydrochloride; iron; potassium carbonate; acetic acid; triethylamine; trichlorophosphate;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; ethanol; N,N-dimethyl-formamide; isopropyl alcohol;
1: Substitution / 2: Reduction / 3: cyclocondensation / 4: Chlorination / 5: Condensation / 6: demethylation / 7: Alkylation / 8: mesylation / 9: Substitution;
DOI:10.1021/jm990482t
- Guidance literature:
-
Multi-step reaction with 8 steps
1: Fe; aq. HOAc / ethanol / 0.5 h / Heating
2: H2SO4 / 16 h / Heating
3: POCl3 / 1.83 h / Heating
4: aq. HCl / propan-2-ol / 0.5 h / 60 °C
5: 80 percent / pyridine*HCl / 0.13 h / 200 - 210 °C
6: 62 percent / K2CO3 / tetrahydrofuran; dimethylformamide / 1.25 h / Heating
7: Et3N / tetrahydrofuran; dimethylformamide / 1 h / 0 °C
8: tetrahydrofuran / 96 h / 50 °C
With
hydrogenchloride; sulfuric acid; pyridine hydrochloride; iron; potassium carbonate; acetic acid; triethylamine; trichlorophosphate;
In
tetrahydrofuran; ethanol; N,N-dimethyl-formamide; isopropyl alcohol;
1: Reduction / 2: cyclocondensation / 3: Chlorination / 4: Condensation / 5: demethylation / 6: Alkylation / 7: mesylation / 8: Substitution;
DOI:10.1021/jm990482t
- Guidance literature:
-
Multi-step reaction with 8 steps
1: H2 / Pd/C / methanol; ethyl acetate / 23 h / 3102.97 Torr
2: 8 h / Heating
3: POCl3 / 1.83 h / Heating
4: aq. HCl / propan-2-ol / 0.5 h / 60 °C
5: 80 percent / pyridine*HCl / 0.13 h / 200 - 210 °C
6: 62 percent / K2CO3 / tetrahydrofuran; dimethylformamide / 1.25 h / Heating
7: Et3N / tetrahydrofuran; dimethylformamide / 1 h / 0 °C
8: tetrahydrofuran / 96 h / 50 °C
With
hydrogenchloride; hydrogen; pyridine hydrochloride; potassium carbonate; triethylamine; trichlorophosphate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol;
1: Reduction / 2: cyclocondensation / 3: Chlorination / 4: Condensation / 5: demethylation / 6: Alkylation / 7: mesylation / 8: Substitution;
DOI:10.1021/jm990482t
