8-<(4-bromophenyl)methyl>-2-methyl-7-oxo-5,6,7,8-tetrahydropyrido<2,3-d>pyrimidine-4-carbaldehyde

Base Information

• Chemical Name: 8-<(4-bromophenyl)methyl>-2-methyl-7-oxo-5,6,7,8-tetrahydropyrido<2,3-d>pyrimidine-4-carbaldehyde
• CAS No.: 153042-23-0
• Molecular Formula: C₁₆H₁₄BrN₃O₂
• Molecular Weight: 360.21

Synonyms:8-<(4-bromophenyl)methyl>-2-methyl-7-oxo-5,6,7,8-tetrahydropyrido<2,3-d>pyrimidine-4-carbaldehyde

Chemical Property of 8-<(4-bromophenyl)methyl>-2-methyl-7-oxo-5,6,7,8-tetrahydropyrido<2,3-d>pyrimidine-4-carbaldehyde

Chemical Property:

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Technology Process of 8-<(4-bromophenyl)methyl>-2-methyl-7-oxo-5,6,7,8-tetrahydropyrido<2,3-d>pyrimidine-4-carbaldehyde

There total 4 articles about 8-<(4-bromophenyl)methyl>-2-methyl-7-oxo-5,6,7,8-tetrahydropyrido<2,3-d>pyrimidine-4-carbaldehyde 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: 80.0%

2,4-dimethyl-5,6,8-trihydro-8-[(4-bromophenyl)methyl]-7H-pyrido[2,3-d]pyrimidin-7-one (145733-62-6) → 8-<(4-bromophenyl)methyl>-2-methyl-7-oxo-5,6,7,8-tetrahydropyrido<2,3-d>pyrimidine-4-carbaldehyde (153042-23-0)

Guidance literature:

With selenium(IV) oxide; In 1,4-dioxane; for 17h; Heating;

DOI:10.1021/jm00030a013

Reference yield:

diethyl 2-acetylglutarate (1501-06-0) → 8-<(4-bromophenyl)methyl>-2-methyl-7-oxo-5,6,7,8-tetrahydropyrido<2,3-d>pyrimidine-4-carbaldehyde (153042-23-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 51 percent / EtONa / ethanol / 22 h / Heating

2: 72 percent / POCl₃, N,N-dimethylaniline / 2 h / Heating

3: 69 percent / NaHCO₃ / butan-1-ol / 48 h / Heating

4: 80 percent / SeO₂ / dioxane / 17 h / Heating

With selenium(IV) oxide; sodium ethanolate; sodium hydrogencarbonate; N,N-dimethyl-aniline; trichlorophosphate; In 1,4-dioxane; ethanol; butan-1-ol;

DOI:10.1021/jm00030a013

Reference yield:

ethyl 3-(4-chloro-2,6-dimethylpyrimidin-5-yl)propionate (22814-39-7) → 8-<(4-bromophenyl)methyl>-2-methyl-7-oxo-5,6,7,8-tetrahydropyrido<2,3-d>pyrimidine-4-carbaldehyde (153042-23-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / NaHCO₃ / butan-1-ol / 48 h / Heating

2: 80 percent / SeO₂ / dioxane / 17 h / Heating

With selenium(IV) oxide; sodium hydrogencarbonate; In 1,4-dioxane; butan-1-ol;

DOI:10.1021/jm00030a013

upstream raw materials:

2,4-dimethyl-5,6,8-trihydro-8-[(4-bromophenyl)methyl]-7H-pyrido[2,3-d]pyrimidin-7-one

diethyl 2-acetylglutarate

ethyl 3-(4-chloro-2,6-dimethylpyrimidin-5-yl)propionate

ethyl 3-(2,6-dimethyl-4-oxo-3H-pyrimidin-5-yl)propionate

Downstream raw materials:

8-[2'-(2-tert-Butyl-2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-4-hydroxymethyl-2-methyl-5,8-dihydro-6H-pyrido[2,3-d]pyrimidin-7-one

5,8-dihydro-4-hydroxymethyl-2-methyl-8-<(4-bromophenyl)methyl>pyrido<2,3-d>pyrimidin-7(6H)-one

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