4-[N-(3-chloro-4-fluorophenyl)amino]-6-fluoro-7-[(1E)-4-(4-morpholinyl)-1-butenyl]pyrido[3,2-d]pyrimidine

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Chemical Name:4-[N-(3-chloro-4-fluorophenyl)amino]-6-fluoro-7-[(1E)-4-(4-morpholinyl)-1-butenyl]pyrido[3,2-d]pyrimidine
CAS No.:267243-52-7
Molecular Formula:C₂₁H₂₀ClF₂N₅O
Molecular Weight:431.873
Hs Code.:

Synonyms:4-[N-(3-chloro-4-fluorophenyl)amino]-6-fluoro-7-[(1E)-4-(4-morpholinyl)-1-butenyl]pyrido[3,2-d]pyrimidine

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Chemical Property of 4-[N-(3-chloro-4-fluorophenyl)amino]-6-fluoro-7-[(1E)-4-(4-morpholinyl)-1-butenyl]pyrido[3,2-d]pyrimidine

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Technology Process of 4-[N-(3-chloro-4-fluorophenyl)amino]-6-fluoro-7-[(1E)-4-(4-morpholinyl)-1-butenyl]pyrido[3,2-d]pyrimidine

There total 9 articles about 4-[N-(3-chloro-4-fluorophenyl)amino]-6-fluoro-7-[(1E)-4-(4-morpholinyl)-1-butenyl]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:

: 267243-50-5
7-bromo-4-[N-(3-chloro-4-fluorophenyl)amino]-6-fluoropyrido[3,2-d]pyrimidine

: 14731-39-6
4-But-3-ynyl-morpholine

: 267243-52-7
4-[N-(3-chloro-4-fluorophenyl)amino]-6-fluoro-7-[(1E)-4-(4-morpholinyl)-1-butenyl]pyrido[3,2-d]pyrimidine

Guidance literature:: 4-But-3-ynyl-morpholine; With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; at 90 ℃; for 16h;

7-bromo-4-[N-(3-chloro-4-fluorophenyl)amino]-6-fluoropyrido[3,2-d]pyrimidine; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 100 ℃; for 1.25h; Further stages.;
DOI:10.1021/jm990482t

Reference yield:

: 367-21-5
3-chloro-4-fluorophenylamine

: 267243-52-7
4-[N-(3-chloro-4-fluorophenyl)amino]-6-fluoro-7-[(1E)-4-(4-morpholinyl)-1-butenyl]pyrido[3,2-d]pyrimidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: aq. HCl / propan-2-ol / 0.5 h / 60 °C

2.1: tributyltin hydride; AIBN / 16 h / 90 °C

2.2: tetrakistriphenylphosphinepalladium⁽⁰⁾ / dimethylformamide / 1.25 h / 100 °C

With hydrogenchloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In isopropyl alcohol; 1.1: Condensation / 2.1: stannylation / 2.2: alkenylation;
DOI:10.1021/jm990482t

Reference yield:

: 171178-21-5
6-chloro-3-nitropyridine-2-carboxamide

: 267243-52-7
4-[N-(3-chloro-4-fluorophenyl)amino]-6-fluoro-7-[(1E)-4-(4-morpholinyl)-1-butenyl]pyrido[3,2-d]pyrimidine

Guidance literature:: Multi-step reaction with 8 steps

1.1: 73 percent / aq. NH₃ / ethanol / 20 h / 100 °C

2.1: 84 percent / AcOH; KOAc / 1.5 h / 20 °C

3.1: Fe; aq. HOAc / ethanol / 0.5 h / Heating

4.1: ethanol / 3 h / Heating

5.1: 54 percent / 50percent aq. HBF₄; NaNO₂ / -20 - -10 °C

6.1: POCl₃ / 1.83 h / Heating

7.1: aq. HCl / propan-2-ol / 0.5 h / 60 °C

8.1: tributyltin hydride; AIBN / 16 h / 90 °C

8.2: tetrakistriphenylphosphinepalladium⁽⁰⁾ / dimethylformamide / 1.25 h / 100 °C

With hydrogenchloride; ammonium hydroxide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; potassium acetate; iron; acetic acid; sodium nitrite; trichlorophosphate; In ethanol; isopropyl alcohol; 1.1: Substitution / 2.1: Bromination / 3.1: Reduction / 4.1: cyclocondensation / 5.1: Fluorination / 6.1: Chlorination / 7.1: Condensation / 8.1: stannylation / 8.2: alkenylation;
DOI:10.1021/jm990482t