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

Base Information

• Chemical Name: 4-[N-(3-chloro-4-fluorophenyl)amino]-6-fluoro-7-[4-(4-morpholinyl)butyl]pyrido[3,2-d]pyrimidine
• CAS No.: 267243-54-9
• Molecular Formula: C₂₁H₂₂ClF₂N₅O
• Molecular Weight: 433.888
• Mol file: 267243-54-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 11 articles about 4-[N-(3-chloro-4-fluorophenyl)amino]-6-fluoro-7-[4-(4-morpholinyl)butyl]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: 94.0%

4-[N-(3-chloro-4-fluorophenyl)amino]-6-fluoro-7-[(1E)-4-(4-morpholinyl)-1-butenyl]pyrido[3,2-d]pyrimidine (267243-52-7) → 4-[N-(3-chloro-4-fluorophenyl)amino]-6-fluoro-7-[4-(4-morpholinyl)butyl]pyrido[3,2-d]pyrimidine (267243-54-9)

Guidance literature:

With hydrogen; platinum(IV) oxide; In tetrahydrofuran; methanol; for 18h; under 3102.97 Torr;

DOI:10.1021/jm990482t

Reference yield:

3-chloro-4-fluorophenylamine (367-21-5) → 4-[N-(3-chloro-4-fluorophenyl)amino]-6-fluoro-7-[4-(4-morpholinyl)butyl]pyrido[3,2-d]pyrimidine (267243-54-9)

Guidance literature:

Multi-step reaction with 3 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

3.1: 94 percent / H₂ / PtO₂*xH₂O / methanol; tetrahydrofuran / 18 h / 3102.97 Torr

With hydrogenchloride; 2,2'-azobis(isobutyronitrile); hydrogen; tri-n-butyl-tin hydride; platinum(IV) oxide; In tetrahydrofuran; methanol; isopropyl alcohol; 1.1: Condensation / 2.1: stannylation / 2.2: alkenylation / 3.1: Catalytic hydrogenation;

DOI:10.1021/jm990482t

Reference yield:

6-chloro-3-nitropyridine-2-carboxamide (171178-21-5) → 4-[N-(3-chloro-4-fluorophenyl)amino]-6-fluoro-7-[4-(4-morpholinyl)butyl]pyrido[3,2-d]pyrimidine (267243-54-9)

Guidance literature:

Multi-step reaction with 9 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

9.1: 94 percent / H₂ / PtO₂*xH₂O / methanol; tetrahydrofuran / 18 h / 3102.97 Torr

With hydrogenchloride; ammonium hydroxide; 2,2'-azobis(isobutyronitrile); hydrogen; tri-n-butyl-tin hydride; potassium acetate; iron; acetic acid; sodium nitrite; trichlorophosphate; platinum(IV) oxide; In tetrahydrofuran; methanol; 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 / 9.1: Catalytic hydrogenation;

DOI:10.1021/jm990482t

upstream raw materials:

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

3-chloro-4-fluorophenylamine

6-chloro-3-nitropyridine-2-carboxamide

6-amino-3-nitropyridine-2-carboxamide

Downstream raw materials:

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