tert-butyl 5-(3-((4-((3-ethynylphenyl)amino)-7-methoxyquinazolin-6-yl)oxy)propyl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

Base Information

• Chemical Name: tert-butyl 5-(3-((4-((3-ethynylphenyl)amino)-7-methoxyquinazolin-6-yl)oxy)propyl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate
• CAS No.: 1438085-67-6
• Molecular Formula: C₃₁H₃₇N₅O₄
• Molecular Weight: 543.666
• Mol file: 1438085-67-6.mol

Synonyms:tert-butyl 5-(3-((4-((3-ethynylphenyl)amino)-7-methoxyquinazolin-6-yl)oxy)propyl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

Chemical Property of tert-butyl 5-(3-((4-((3-ethynylphenyl)amino)-7-methoxyquinazolin-6-yl)oxy)propyl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 5-(3-((4-((3-ethynylphenyl)amino)-7-methoxyquinazolin-6-yl)oxy)propyl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

There total 11 articles about tert-butyl 5-(3-((4-((3-ethynylphenyl)amino)-7-methoxyquinazolin-6-yl)oxy)propyl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate 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: 68.7%

tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (141449-85-6) + N-(3-ethynylphenyl)-6-(3-chloropropoxy)-7-methoxyquinazolin-4-amine (1437310-67-2) → tert-butyl 5-(3-((4-((3-ethynylphenyl)amino)-7-methoxyquinazolin-6-yl)oxy)propyl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (1438085-67-6)

Guidance literature:

With potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; at 20 - 80 ℃; for 8h;

Reference yield:

6-acetoxy-4-chloro-7-methoxyquinazoline (230955-75-6) → tert-butyl 5-(3-((4-((3-ethynylphenyl)amino)-7-methoxyquinazolin-6-yl)oxy)propyl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (1438085-67-6)

Guidance literature:

Multi-step reaction with 4 steps

1: isopropyl alcohol / 83 °C

2: methanol; sodium hydroxide / 5 h / 20 °C

3: potassium carbonate / N,N-dimethyl-formamide / 6 h / 20 - 40 °C

4: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 8 h / 20 - 80 °C

With methanol; potassium carbonate; potassium iodide; sodium hydroxide; In N,N-dimethyl-formamide; isopropyl alcohol;

Reference yield:

5-benzyltetrahydropyrrolo[3,4-c]pyrrole-1,3(2H,3aH)-dione (848591-86-6) → tert-butyl 5-(3-((4-((3-ethynylphenyl)amino)-7-methoxyquinazolin-6-yl)oxy)propyl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (1438085-67-6)

Guidance literature:

Multi-step reaction with 4 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / -5 °C / Reflux

2: dichloromethane / 0 - 20 °C

3: hydrogen; palladium(II) hydroxide / methanol

4: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 8 h / 20 - 80 °C

With lithium aluminium tetrahydride; hydrogen; palladium(II) hydroxide; potassium carbonate; potassium iodide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

5-benzyltetrahydropyrrolo[3,4-c]pyrrole-1,3(2H,3aH)-dione

2-benzyloctahydropyrrolo[3,4-c]pyrrole

tert-butyl 5-benzylhexahydropyrrolo[3.4-c]pyrrole-2(1H)-carboxylate

tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

Downstream raw materials:

N-(3-ethynylphenyl)-6-(3-(hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)propoxy)-7-methoxyquinazolin-4-amine