4-[N-(3-chloro-4-fluorophenyl)amino]-6-(methanesulfinyl)-7-[3-(4-methyl-1-piperazinyl)propoxy]pyrido[3,2-d]pyrimidine

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Chemical Name:4-[N-(3-chloro-4-fluorophenyl)amino]-6-(methanesulfinyl)-7-[3-(4-methyl-1-piperazinyl)propoxy]pyrido[3,2-d]pyrimidine
CAS No.:267243-77-6
Molecular Formula:C₂₂H₂₆ClFN₆O₂S
Molecular Weight:493.005
Hs Code.:

Synonyms:4-[N-(3-chloro-4-fluorophenyl)amino]-6-(methanesulfinyl)-7-[3-(4-methyl-1-piperazinyl)propoxy]pyrido[3,2-d]pyrimidine

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Chemical Property of 4-[N-(3-chloro-4-fluorophenyl)amino]-6-(methanesulfinyl)-7-[3-(4-methyl-1-piperazinyl)propoxy]pyrido[3,2-d]pyrimidine

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Technology Process of 4-[N-(3-chloro-4-fluorophenyl)amino]-6-(methanesulfinyl)-7-[3-(4-methyl-1-piperazinyl)propoxy]pyrido[3,2-d]pyrimidine

There total 13 articles about 4-[N-(3-chloro-4-fluorophenyl)amino]-6-(methanesulfinyl)-7-[3-(4-methyl-1-piperazinyl)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:

Reference yield: 92.0%

: 267243-73-2
4-[N-(3-chloro-4-fluorophenyl)amino]-7-[3-(4-methyl-1-piperazinyl)propoxy]-6-(methylthio)pyrido[3,2-d]pyrimidine

: 267243-77-6
4-[N-(3-chloro-4-fluorophenyl)amino]-6-(methanesulfinyl)-7-[3-(4-methyl-1-piperazinyl)propoxy]pyrido[3,2-d]pyrimidine

Guidance literature:: With hydrogenchloride; sodium periodate; at 4 ℃; for 72h;
DOI:10.1021/jm990482t

Reference yield:

: 127356-33-6
2-bromo-5-methoxy-6-(methylthio)-3-nitropyridine

: 267243-77-6
4-[N-(3-chloro-4-fluorophenyl)amino]-6-(methanesulfinyl)-7-[3-(4-methyl-1-piperazinyl)propoxy]pyrido[3,2-d]pyrimidine

Guidance literature:: Multi-step reaction with 10 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 / 8 h / Heating

10: 92 percent / 1 N aq. HCl; NaIO₄ / 72 h / 4 °C

With hydrogenchloride; sodium periodate; 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 / 10: Oxidation;
DOI:10.1021/jm990482t

Reference yield:

: 267243-56-1
2-cyano-5-methoxy-6-(methylthio)-3-nitropyridine

: 267243-77-6
4-[N-(3-chloro-4-fluorophenyl)amino]-6-(methanesulfinyl)-7-[3-(4-methyl-1-piperazinyl)propoxy]pyrido[3,2-d]pyrimidine

Guidance literature:: Multi-step reaction with 9 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 / 8 h / Heating

9: 92 percent / 1 N aq. HCl; NaIO₄ / 72 h / 4 °C

With hydrogenchloride; sodium periodate; 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 / 9: Oxidation;
DOI:10.1021/jm990482t