trans-ethyl 4-<2-(3,4-dimethoxy-2-nitrophenyl)ethenyl>-2-phenylpyrimidine-5-carboxylate

Base Information

• Chemical Name: trans-ethyl 4-<2-(3,4-dimethoxy-2-nitrophenyl)ethenyl>-2-phenylpyrimidine-5-carboxylate
• CAS No.: 84661-62-1
• Molecular Formula: C₂₃H₂₁N₃O₆
• Molecular Weight: 435.436

Synonyms:trans-ethyl 4-<2-(3,4-dimethoxy-2-nitrophenyl)ethenyl>-2-phenylpyrimidine-5-carboxylate

Chemical Property of trans-ethyl 4-<2-(3,4-dimethoxy-2-nitrophenyl)ethenyl>-2-phenylpyrimidine-5-carboxylate

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Technology Process of trans-ethyl 4-<2-(3,4-dimethoxy-2-nitrophenyl)ethenyl>-2-phenylpyrimidine-5-carboxylate

There total 1 articles about trans-ethyl 4-<2-(3,4-dimethoxy-2-nitrophenyl)ethenyl>-2-phenylpyrimidine-5-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: 44.0%

ethyl 4-methyl-2-phenyl-5-pyrimidinecarboxylate (70733-12-9) + 6-nitroveratraldehyde (20357-25-9) → trans-ethyl 4-<2-(3,4-dimethoxy-2-nitrophenyl)ethenyl>-2-phenylpyrimidine-5-carboxylate (84661-62-1)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 36h; Heating;

Reference yield: 71.0%

trans-ethyl 4-<2-(3,4-dimethoxy-2-nitrophenyl)ethenyl>-2-phenylpyrimidine-5-carboxylate (84661-62-1) → ethyl 4-<2-(2-amino-3,4-dimethoxyphenyl)ethyl>-2-phenylpyrimidine-5-carboxylate (84661-63-2)

Guidance literature:

With hydrogen; nickel; In ethanol; for 24h; under 1551.4 - 2068.6 Torr;

Reference yield:

trans-ethyl 4-<2-(3,4-dimethoxy-2-nitrophenyl)ethenyl>-2-phenylpyrimidine-5-carboxylate (84661-62-1) → 5,6-dihydro-8,9-dimethoxy-3-phenylbenzopyrimido<4,5-f>azocine-12(11H)-one (84661-64-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / H₂ / Raney nickel / ethanol / 24 h / 1551.4 - 2068.6 Torr

2: 45 percent / NaH / toluene / 96 h / Heating

With hydrogen; sodium hydride; nickel; In ethanol; toluene;

upstream raw materials:

ethyl 4-methyl-2-phenyl-5-pyrimidinecarboxylate

6-nitroveratraldehyde

Downstream raw materials:

ethyl 4-<2-(2-amino-3,4-dimethoxyphenyl)ethyl>-2-phenylpyrimidine-5-carboxylate

5,6-dihydro-8,9-dimethoxy-3-phenylbenzopyrimido<4,5-f>azocine-12(11H)-one

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