6-amino-4-[N-(3-chloro-4-fluorophenyl)amino]-7-[3-(4-morpholinyl)propoxy]pyrido[3,2-d]pyrimidine

Base Information

Chemical Name:6-amino-4-[N-(3-chloro-4-fluorophenyl)amino]-7-[3-(4-morpholinyl)propoxy]pyrido[3,2-d]pyrimidine
CAS No.:267243-80-1
Molecular Formula:C₂₀H₂₂ClFN₆O₂
Molecular Weight:432.885
Hs Code.:

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

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

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

There total 13 articles about 6-amino-4-[N-(3-chloro-4-fluorophenyl)amino]-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:

Reference yield: 91.0%

: 267243-76-5
4-[N-(3-chloro-4-fluorophenyl)amino]-6-(methanesulfinyl)-7-[3-(4-morpholinyl)propoxy]pyrido[3,2-d]pyrimidine

: 267243-80-1
6-amino-4-[N-(3-chloro-4-fluorophenyl)amino]-7-[3-(4-morpholinyl)propoxy]pyrido[3,2-d]pyrimidine

Guidance literature:: With ammonia; In isopropyl alcohol; at 100 ℃; for 20h;
DOI:10.1021/jm990482t

Reference yield:

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

: 267243-80-1
6-amino-4-[N-(3-chloro-4-fluorophenyl)amino]-7-[3-(4-morpholinyl)propoxy]pyrido[3,2-d]pyrimidine

Guidance literature:: Multi-step reaction with 11 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

10: 94 percent / 1 N aq. HCl; NaIO₄ / 72 h / 4 °C

11: 91 percent / NH₃ / propan-2-ol / 20 h / 100 °C

With hydrogenchloride; sodium periodate; sulfuric acid; ammonia; 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 / 11: Substitution;
DOI:10.1021/jm990482t

Reference yield:

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

: 267243-80-1
6-amino-4-[N-(3-chloro-4-fluorophenyl)amino]-7-[3-(4-morpholinyl)propoxy]pyrido[3,2-d]pyrimidine

Guidance literature:: Multi-step reaction with 10 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

9: 94 percent / 1 N aq. HCl; NaIO₄ / 72 h / 4 °C

10: 91 percent / NH₃ / propan-2-ol / 20 h / 100 °C

With hydrogenchloride; sodium periodate; sulfuric acid; ammonia; 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 / 10: Substitution;
DOI:10.1021/jm990482t